Iterative Synthesis of (Oligo)deoxypropionates via Zinc-Catalyzed Enantiospecific sp3-sp3 Cross-Coupling

被引：40

作者：

Brand, Gabriel J. ^{[1
]}

Studte, Christopher ^{[1
]}

Breit, Bernhard ^{[1
]}

机构：

[1] Univ Freiburg, Inst Organ Chem & Biochem, Freiburg Inst Adv Studies FRIAS, D-79104 Freiburg, Germany

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 20期

关键词：

ASYMMETRIC-SYNTHESIS; IONOMYCIN;

D O I：

10.1021/ol901944b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This group's recently reported mild zinc-catalyzed enantiospecific sp(3)-sp(3) cross-coupling of lactic acid tert-butylester triflate with Grignard reagents was now applied to an iterative approach in the synthesis of a series of all four possible diastereomers of the shown trideoxypropionate. Oligodeoxypropionate structures are a common motif in a large number of biologically relevant natural products of polyketide origin thus making our approach a versatile tool in their synthesis.

引用

页码：4668 / 4670

页数：3

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