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Journal articles on the topic 'Mevinic acids synthesis][Compactin'

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Published: 4 June 2021
Last updated: 16 February 2022

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1

Rosen, Terry, and Clayton H. Heathcock. "The synthesis of mevinic acids." Tetrahedron 42, no. 18 (1986): 4909–51. http://dx.doi.org/10.1016/s0040-4020(01)88045-5.

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2

Bennett, Frank, Garry Fenton, and David W. Knight. "Synthesis of conformationally restricted relatives of the mevinic acids." Tetrahedron 50, no. 17 (1994): 5147–58. http://dx.doi.org/10.1016/s0040-4020(01)90425-9.

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3

Narasaka, Koichi, Masatoshi Saitou, and Nobuharu Iwasawa. "Asymmetric synthesis of the hydronaphthalene moieties of mevinic acids." Tetrahedron: Asymmetry 2, no. 12 (1991): 1305–18. http://dx.doi.org/10.1016/s0957-4166(00)80028-2.

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4

McCague, Ray, Horacio F. Olivo, and Stanley M. Roberts. "Enantioselective synthesis of the hydroxy-lactone moiety of mevinic acids." Tetrahedron Letters 34, no. 23 (1993): 3785–86. http://dx.doi.org/10.1016/s0040-4039(00)79228-8.

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5

France, Christopher J., Ian M. McFarlane, Christopher G. Newton, Philippe Pitchen, and Michael Webster. "Straightforward homochiral synthesis of the lactone moiety of mevinic acids." Tetrahedron Letters 34, no. 10 (1993): 1635–38. http://dx.doi.org/10.1016/0040-4039(93)85028-u.

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6

BENNETT, F., G. FENTON, and D. W. KNIGHT. "ChemInform Abstract: Synthesis of Conformationally Restricted Relatives of the Mevinic Acids." ChemInform 25, no. 39 (2010): no. http://dx.doi.org/10.1002/chin.199439264.

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7

NARASAKA, K., M. SAITOU, and N. IWASAWA. "ChemInform Abstract: Asymmetric Synthesis of the Hydronaphthalene Moieties of Mevinic Acids." ChemInform 23, no. 15 (2010): no. http://dx.doi.org/10.1002/chin.199215305.

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8

MCCAGUE, R., H. F. OLIVO, and S. M. ROBERTS. "ChemInform Abstract: Enantioselective Synthesis of the Hydroxy-Lactone Moiety of Mevinic Acids." ChemInform 24, no. 43 (2010): no. http://dx.doi.org/10.1002/chin.199343136.

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9

Enders, Dieter, та Frank Burkamp. "α-Heterosubstituted Aldehydes in Organic Synthesis. Enantioselective Approaches to New Analogues of Mevinic Acids". Collection of Czechoslovak Chemical Communications 68, № 5 (2003): 975–1006. http://dx.doi.org/10.1135/cccc20030975.

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Various aldol approaches towards the asymmetric synthesis of the lactone moiety of HMG-CoA-reductase inhibitors are described. Auxiliary controlled as well as catalytic aldol reactions resulted only in modest to low selectivities, whereas 1,2-additions to readily available highly enantiomerically enriched α-heterosubstituted aldehydes yielded δ-hydroxy-β-ketoesters with a high degree of diastereocontrol and in good chemical yields. The novel mevinic acid analogues could then be obtained bysyn-reduction of the addition products.
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10

Kumar, Archana, and Donald C. Dittmer. "Synthesis of Intermediates for the Lactone Moiety of Mevinic Acids via Tellurium Chemistry." Journal of Organic Chemistry 59, no. 17 (1994): 4760–64. http://dx.doi.org/10.1021/jo00096a017.

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11

Maddrell, Samuel J., Nicholas J. Turner, Alison Kerridge, Andrew J. Willetts, and John Crosby. "Nitrile hydratase enzymes in organic synthesis: Enantioselective synthesis of the lactone moiety of the mevinic acids." Tetrahedron Letters 37, no. 33 (1996): 6001–4. http://dx.doi.org/10.1016/0040-4039(96)01259-2.

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12

Hanessian, Stephen, Patrick J. Roy, Marino Petrini, Paul J. Hodges, Romano Di Fabio, and Germano Carganico. "Synthetic studies on the mevinic acids using the chiron approach: total synthesis of (+)-dihydromevinolin." Journal of Organic Chemistry 55, no. 22 (1990): 5766–77. http://dx.doi.org/10.1021/jo00309a022.

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13

Valverde, Serafin, J. Cristobal Lopez, Ana M. Gomez, and Silvestre Garcia-Ochoa. "Practical synthesis of an enantiomerically pure intermediate of the lactone moiety of mevinic acids." Journal of Organic Chemistry 57, no. 5 (1992): 1613–15. http://dx.doi.org/10.1021/jo00031a056.

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14

Boquel, P., C. Loustau Cazalet, Y. Chapleur, S. Samreth, and F. Bellamy. "An Expeditious Enantiospecific Synthesis of a Precursor of the Lactonic Portion of Mevinic Acids." Tetrahedron Letters 33, no. 15 (1992): 1997–2000. http://dx.doi.org/10.1016/0040-4039(92)88123-m.

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15

KUMAR, A., and D. C. DITTMER. "ChemInform Abstract: Synthesis of Intermediates for the Lactone Moiety of Mevinic Acids via Tellurium Chemistry." ChemInform 26, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.199511294.

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16

MADDRELL, S. J., N. J. TURNER, A. KERRIDGE, A. J. WILLETTS, and J. CROSBY. "ChemInform Abstract: Nitrile Hydratase Enzymes in Organic Synthesis: Enantioselective Synthesis of the Lactone Moiety of the Mevinic Acids." ChemInform 27, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.199646273.

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17

Karanewsky, Donald S., and Michael C. Badia. "Phosphorus-containing inhibitors of HMG-CoA Reductase. 3. Synthesis of hydroxyphosphinyl-analogues of the mevinic acids." Tetrahedron Letters 34, no. 1 (1993): 39–42. http://dx.doi.org/10.1016/s0040-4039(00)60052-7.

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18

Patel, Dinesh V., Robert J. Schmidt, and Eric M. Gordon. "C-2 dimethyl seco-mevinic acids. Synthesis of monocyclic HMG-CoA reductase inhibitors from (R)-(-)-carvone." Journal of Organic Chemistry 57, no. 26 (1992): 7143–51. http://dx.doi.org/10.1021/jo00052a031.

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19

BOQUEL, P., C. L. CAZALET, Y. CHAPLEUR, S. SAMRETH, and F. BELLAMY. "ChemInform Abstract: An Expeditious Enantiospecific Synthesis of a Precursor of the Lactonic Portion of Mevinic Acids." ChemInform 23, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.199241241.

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20

Ballini, Roberto, Enrico Marcantoni, and Marino Petrini. "Enantioselective synthesis of the lactone moiety of the mevinic acids using D-xylose as a chiral precursor." Journal of the Chemical Society, Perkin Transactions 1, no. 2 (1991): 490. http://dx.doi.org/10.1039/p19910000490.

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21

KARANEWSKY, D. S., and M. C. BADIA. "ChemInform Abstract: Phosphorus-Containing Inhibitors of HMG-CoA Reductase. Part 3. Synthesis of Hydroxyphosphinyl Analogues of the Mevinic Acids." ChemInform 24, no. 20 (2010): no. http://dx.doi.org/10.1002/chin.199320291.

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22

BALLINI, R., E. MARCANTONI, and M. PETRINI. "ChemInform Abstract: Enantioselective Synthesis of the Lactone Moiety of the Mevinic Acids Using D-Xylose as a Chiral Precursor." ChemInform 22, no. 18 (2010): no. http://dx.doi.org/10.1002/chin.199118289.

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23

Davidson, Alan H., Chris D. Floyd, Christopher N. Lewis та Peter L. Myers. "The synthesis of the δ-lactone portion of the mevinic acids; a new non-acidic method of cyclic lactone expansion". J. Chem. Soc., Chem. Commun., № 21 (1988): 1417–18. http://dx.doi.org/10.1039/c39880001417.

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24

Taillefumier, Claude, and Yves Chapleur. "Enantiomerically pure decalinic structures from carbohydrates using intramolecular Diels-Alder and Ferrier carbocyclization." Canadian Journal of Chemistry 78, no. 6 (2000): 708–22. http://dx.doi.org/10.1139/v00-057.

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The synthesis of enantiomerically pure decalinic structures, advanced intermediates for the synthesis of the hexahydronaphtalen part of mevinic acids, is described. The key steps are the intramolecular Diels-Alder cycloaddition of a suitably substituted sugar enone obtained via the Ferrier rearrangement of tri-O-acetyl-D-glucal with the appropriate alcohol representing the diene part of the system. Chemical manipulation of the resulting, diastereomerically pure, cycloadduct led to a 5,6-unsaturated carbohydrate which was submitted to the Ferrier carbocylization. This reaction proved difficult
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25

ROSEN, T., and C. H. HEATHCOCK. "ChemInform Abstract: Synthesis of Mevinic Acids." ChemInform 18, no. 4 (1987). http://dx.doi.org/10.1002/chin.198704345.

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26

Enders, Dieter, та Frank Burkamp. "α-Heterosubstituted Aldehydes in Organic Synthesis. Enantioselective Approaches to New Analogues of Mevinic Acids." ChemInform 34, № 33 (2003). http://dx.doi.org/10.1002/chin.200333034.

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27

DAVIDSON, A. H., C. D. FLOYD, C. N. LEWIS та P. L. MYERS. "ChemInform Abstract: The Synthesis of the δ-Lactone Portion of the Mevinic Acids. A New Non-Acidic Method of Cyclic Lactone Expansion." ChemInform 20, № 19 (1989). http://dx.doi.org/10.1002/chin.198919196.

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