Allylic Substitution of 4-Cyclopentene-1,3-diol Monoacetate with Copper Reagents Derived from Functionalized Aryl Grignard Reagents

被引：2

作者：

Kobayashi, Yuichi ^{[1
]}

Tani, Yukio ^{[1
]}

Nakata, Kenya ^{[1
]}

Kaneko, Yuki ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan

来源：

SYNLETT | 2010年 / 02期

关键词：

allylic substitution; copper; esters; Grignard reagent; cross-coupling; EFFICIENT TOTAL-SYNTHESIS; INSTALLATION; DELTA(2)-OPC-8/0; CYCLOPENTENE; REALIZATION; ALLYLATION; CONJUGATE; MAGNESIUM; ACETATE; OPC-6/0;

D O I：

10.1055/s-0029-1219170

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Grignard reagents derived from IC6H4R (R = CO2Et, CN, CH2OAc, CH(2)OPiv, I) and i-PrMgCl were subjected to CuCN-catalyzed allylic substitution of the monoacetate at 0 degrees C for one hour to furnish the anti-S(N)2' products regio- and stereoselectively. The ester group at the ortho-position did not affect the substitution.

引用

页码：325 / 328

页数：4

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