Isoxazolidine-based chiral auxiliaries for asymmetric syntheses

被引:0
|
作者
Abiko, A [1 ]
机构
[1] Kyoto Inst Technol, Venture Lab, Sakyo Ku, Kyoto 606, Japan
来源
关键词
isoxazolidine; chiral auxiliary; asymmetric alkylation; siphonarienone; asymmetric Horner Emmons reaction; asymmetric aldol reaction;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two types of chiral auxiliaries based on the isoxazolidine skeleton have been developed for asymmetric syntheses. The characteristic features of these auxiliaries are as follows: (1) acylation of the auxiliary with acid chloride and amine, or DCC condensation; (2) high reactivity for asymmetric alkylation; and (3) one-step transformation of the reaction products to the corresponding chiral alcohols, aldehydes and ketones without loss of the stereochemical integrity with recovery of the auxiliary. The synthetic utility and significance of these auxiliaries are demonstrated.
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页码:51 / 71
页数:21
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