ASYMMETRIC CYCLOPROPANATION USING NEW CHIRAL AUXILIARIES DERIVED FROM D-FRUCTOSE

被引：70

作者：

KANG, J ^{[1
]}

LIM, GJ ^{[1
]}

YOON, SK ^{[1
]}

KIM, MY ^{[1
]}

机构：

[1] DONG A PHARMACEUT RES LABS,KYUNGGI 449900,SOUTH KOREA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 03期

关键词：

D O I：

10.1021/jo00108a018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：564 / 577

页数：14

共 51 条

[1]

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[2]

ANDO N, 1978, SYNTHESIS-STUTTGART, P688

[3] AN ASYMMETRIC SIMMONS-SMITH REACTION [J].