Organocatalytic asymmetric syntheses of inthomycins A, B and C

被引：33

作者：

Yoshino, Madoka ^{[1
]}

Eto, Kohei ^{[1
]}

Takahashi, Keisuke ^{[1
]}

Ishihara, Jun ^{[1
]}

Hatakeyama, Susumi ^{[1
]}

机构：

[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 40期

关键词：

MULTICOMPONENT COUPLING STRATEGY; CELLULOSE BIOSYNTHESIS; ALDOL REACTIONS; BETA-LACTONES; TRIENE COMPONENT; MICROBIAL ORIGIN; PHTHOXAZOLIN-A; OXAZOLOMYCIN; INHIBITOR; METABOLITES;

D O I：

10.1039/c2ob26084k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total syntheses of (+)-inthomycin A, (+)-inthomycin B and (-)-inthomycin C, the oxazole-triene antibiotics isolated from Streptomyces sp., have been accomplished via the highly enantio- and stereoselective construction of the C1-C7 (iododienyl)aldol units by taking advantage of a Cinchona alkaloid-catalyzed asymmetric P-lactone synthesis and their isomerisation-free Stille coupling with (E)-5-(3-(tributylstannyl)allyl)oxazole.

引用

页码：8164 / 8174

页数：11

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