The iterative synthesis of acyclic deoxypropionate units and their implication in polyketide-derived natural products

被引:75
作者
Hanessian, S [1 ]
Giroux, S [1 ]
Mascitti, V [1 ]
机构
[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
来源
SYNTHESIS-STUTTGART | 2006年 / 7卷 / 07期
关键词
natural products; enolates; conjugate additions; conformational analysis;
D O I
10.1055/s-2006-926376
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Interest in natural products containing deoxypropionate units has recently grown since the emergence of powerful synthetic strategies to access syn and anti stereoarrays. The purpose of this review is to focus on iterative methodologies leading to enantiopure carbon chains harboring two or more contiguous deoxypropionate units. 1 Introduction 2 Chiral Auxiliary Mediated Methods 2.1 1,4-Conjugate Additions 2.2 Enolate and Azaenolate Alkylations 3 Asymmetric Allylic Substitution 4 Nonchiral Auxiliary Mediated Methods 4.1 Substrate and Conformational Control 4.2 Substrate and Reagent Directed Control 5 Indirect Methods 6 Catalytic Methods 6.1 Zr-Catalyzed Carboalumination Method 6.2 Catalytic Organocuprate Addition Method 7 Synopsis
引用
收藏
页码:1057 / 1076
页数:20
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