Catalytic enantioselective synthesis of macrolides via asymmetric alkylation

被引：54

作者：

Jones, GB ^{[1
]}

Huber, RS ^{[1
]}

Chapman, BJ ^{[1
]}

机构：

[1] CLEMSON UNIV,MED CHEM LAB,CLEMSON,SC 29634

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 11期

关键词：

D O I：

10.1016/S0957-4166(97)00186-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Catalytic enantioselective syntheses of the macrolides (R)-(-) phoracantholide and (R)-(+) lasiodiplodin have been achieved. Stereochemistry was introduced in using an arene chromium tricarbonyl derived catalyst, which mediated the enantioselective addition of dimethyl zinc to a functionalized aldehyde. (C) 1997 Elsevier Science Ltd.

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页码：1797 / 1809

页数：13

相关论文

共 27 条

[1] METABOLITES OF LASIODIPLODIA-THEOBROMAE [J].

ALDRIDGE, DC ;

GALT, S ;

GILES, D ;

TURNER, WB .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (09) :1623-&

[2] RAPID AND SELECTIVE DETRITYLATION OF PRIMARY ALCOHOLS USING FORMIC-ACID [J].

BESSODES, M ;

KOMIOTIS, D ;

ANTONAKIS, K .

TETRAHEDRON LETTERS, 1986, 27 (05) :579-580

[3]

BRAUN M, 1990, LIEBIGS ANN CHEM, P513

[4]

Corey E.J., 1989, The Logic of Chemical Synthesis

[5] EFFICIENT AND MILD LACTONIZATION METHOD FOR SYNTHESIS OF MACROLIDES [J].

COREY, EJ ;

NICOLAOU, KC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (17) :5614-5616

[6] SIMPLE SYNTHETIC ROUTE TO LASIODIPLODIN [J].

DANISHEFSKY, S ;

ETHEREDGE, SJ .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (25) :4716-4717

[7]

DESS DB, 1983, J ORG CHEM, V48, P4156

[8]

DRAGER G, 1996, NAT PROD REPS, V13, P265

[9]

FOUQUE E, 1989, SYNTHESIS-STUTTGART, P661

[10] SYNTHESIS OF 2 NATURALLY OCCURRING 10-MEMBERED RING LACTONES - (+/-)-PHORACANTHOLIDE J AND I [J].

GERLACH, H ;

KUNZLER, P ;

OERTLE, K .

HELVETICA CHIMICA ACTA, 1978, 61 (04) :1226-1231