Total Synthesis of the Cytotoxic Anhydrophytosphingosine Pachastrissamine (Jaspine B)

被引：22
|
作者：
Dhand, Vijay [1 ]
Chang, Stanley [1 ]
Britton, Robert [1 ]
机构：
[1] Simon Fraser Univ, Dept Chem, Burnaby, BC V5A 1S6, Canada
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 16期
基金：
加拿大自然科学与工程研究理事会;
关键词：
ASYMMETRIC ALPHA-CHLORINATION; VERSATILE BUILDING-BLOCKS; NATURAL-PRODUCT SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; FORMAL SYNTHESIS; D-XYLOSE; ALDOL CONDENSATION; CROSS-METATHESIS; MARINE SPONGE; ALDEHYDES;
D O I：
10.1021/jo4013223
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A short, 8-step synthesis of the marine natural product pachastrissamine has been developed that relies on a diastereoselective aldol reaction between a suitably protected hydantoin and an optically enriched alpha-chloroaldehyde. This synthetic route provides new opportunities for exploring structure activity relationships within this family of natural products.
引用
收藏
页码：8208 / 8213
页数：6
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