A SIMPLE PREPARATION OF (R)-(2-CYCLOPENTENYL)ACETIC-ACID AND (R)-(2-CYCLOHEXENYL)ACETIC ACID USING BETA-DIASTEREOSELECTIVE RADICAL CYCLIZATION IN THE PRESENCE OF LEWIS-ACID

被引：47

作者：

NISHIDA, M

HAYASHI, H

YAMAURA, Y

YANAGINUMA, E

YONEMITSU, O

NISHIDA, A

KAWAHARA, N

机构：

[1] HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN

[2] HOKKAIDO INST PHARMACEUT SCI,OTARU,HOKKAIDO 04702,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 02期

关键词：

D O I：

10.1016/0040-4039(94)02216-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alkenyl radical generated from (-)-8-phenylmenthyl 7-iodo-2,6-heptadienoate smoothly cyclized to afford (R)-(2-cyclopentenyl)acetate with 88% de in 90% yield. (R)-(2-Cyclohexenyl)acetate was also obtained with 84% de in 72% yield under the same conditions. The presence of Lewis acid is essential for high diastereoselectivity and chemical yield.

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页码：269 / 272

页数：4

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