Enzymatic acylation and ring-closing olefin metathesis: A convenient strategy for the lactone moiety of compactin and mevinolin

被引：42

作者：

Ghosh, AK ^{[1
]}

Lei, H ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 15期

关键词：

D O I：

10.1021/jo000528m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[No abstract available]

引用

页码：4779 / 4781

页数：3

共 25 条

[1] MEVINOLIN - A HIGHLY POTENT COMPETITIVE INHIBITOR OF HYDROXYMETHYLGLUTARYL-COENZYME-A REDUCTASE AND A CHOLESTEROL-LOWERING AGENT [J].

ALBERTS, AW ;

CHEN, J ;

KURON, G ;

HUNT, V ;

HUFF, J ;

HOFFMAN, C ;

ROTHROCK, J ;

LOPEZ, M ;

JOSHUA, H ;

HARRIS, E ;

PATCHETT, A ;

MONAGHAN, R ;

CURRIE, S ;

STAPLEY, E ;

ALBERSSCHONBERG, G ;

HENSENS, O ;

HIRSHFIELD, J ;

HOOGSTEEN, K ;

LIESCH, J ;

SPRINGER, J .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1980, 77 (07) :3957-3961

[2] CRYSTAL AND MOLECULAR-STRUCTURE OF COMPACTIN, A NEW ANTIFUNGAL METABOLITE FROM PENICILLIUM-BREVICOMPACTUM [J].

BROWN, AG ;

SMALE, TC ;

KING, TJ ;

HASENKAMP, R ;

THOMPSON, RH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (11) :1165-1173

[3] A short synthesis of the C1-C7 fragment of methymycin by ring-closing olefin metathesis [J].

Cossy, J ;

Bauer, D ;

Bellosta, V .

TETRAHEDRON LETTERS, 1999, 40 (22) :4187-4188

[4] ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].

DALE, JA ;

DULL, DL ;

MOSHER, HS .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&

[5] ML-236A, ML-236B, AND ML-236C, NEW INHIBITORS OF CHOLESTEROGENESIS PRODUCED BY PENICILLIUM CITRINUM [J].

ENDO, A ;

KURODA, M ;

TSUJITA, Y .

JOURNAL OF ANTIBIOTICS, 1976, 29 (12) :1346-1348

[6] Nonpeptidal P-2 ligands for HIV protease inhibitors: Structure-based design, synthesis, and biological evaluation [J].

Ghosh, AK ;

Kincaid, JF ;

Walters, DE ;

Chen, Y ;

Chaudhuri, NC ;

Thompson, WJ ;

Culberson, C ;

Fitzgerald, PMD ;

Lee, HY ;

McKee, SP ;

Munson, PM ;

Duong, TT ;

Darke, PL ;

Zugay, JA ;

Schleif, WA ;

Axel, MG ;

Lin, J ;

Huff, JR .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (17) :3278-3290

[7] Ring-closing metathesis strategy to unsaturated γ- and δ-lactones:: Synthesis of hydroxyethylene isostere for protease inhibitors [J].

Ghosh, AK ;

Cappiello, J ;

Shin, D .

TETRAHEDRON LETTERS, 1998, 39 (26) :4651-4654

[8] SYNTHESIS AND OPTICAL RESOLUTION OF HIGH-AFFINITY P-2-LIGANDS FOR HIV-1 PROTEASE INHIBITORS [J].

GHOSH, AK ;

CHEN, Y .

TETRAHEDRON LETTERS, 1995, 36 (04) :505-508

[9] Recent advances in olefin metathesis and its application in organic synthesis [J].

Grubbs, RH ;

Chang, S .

TETRAHEDRON, 1998, 54 (18) :4413-4450

[10]

HIROTA K, 1991, CHEM PHARM BULL, V39, P2702

← 1 2 3 →