ASYMMETRIC CYCLOPROPANATION USING NEW CHIRAL AUXILIARIES DERIVED FROM D-FRUCTOSE
ASYMMETRIC CYCLOPROPANATION USING NEW CHIRAL AUXILIARIES DERIVED FROM D-FRUCTOSE
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DOI：
10.1021/jo00108a018
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发表时间：
1995-02-10
影响因子：
3.6
通讯作者：
KIM, MY
中科院分区：
文献类型：
--
作者：
KANG, J;LIM, GJ;KIM, MY
α，β-不饱和醛与1，2-O-异亚丙基-β-D-吡喃果糖和1，2-O-异亚丙基-β-D-吡喃果糖的3-O-烷基化衍生物的缩醛，容易从D-果糖得到，用Et（2）Zn和CH_2 I_2以良好的非对映选择性进行环丙烷化。考察了缩醛结构对对映选择性的影响。
Acetals of alpha,beta-unsaturated aldehydes with 3-O-alkylated derivatives of 1,2-O-isopropylidene-beta-D-fructopyranose and 1,2-O-isopropylidene-beta-D-psicopyranose, which are readily available from D-fructose, were cyclopropanated with Et(2)Zn and CH2I2 with good diastereoselectivity. The effects of structure of the acetals on enantioselectivity were examined.