Tandem asymmetric allylboration-alkene metathesis: A novel strategy for the synthesis of trans-disubstituted homoallylic alcohols

被引：15
作者：
Barrett, AGM
Beall, JC
Gibson, VC
Giles, MR
Walker, GLP
机构：
来源：
CHEMICAL COMMUNICATIONS | 1996年 / 19期
关键词：
D O I：
10.1039/cc9960002229
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Tandem use of Brown's asymmetric allylboration technology and crossed-alkene metathesis provides exclusively trans-disubstituted homoallylic alcohols in good yields.
引用
收藏
页码：2229 / 2230
页数：2
相关论文
共 24 条
[21]   CHIRAL SYNTHESIS VIA ORGANOBORANES .35. SIMPLE PROCEDURES FOR THE EFFICIENT RECYCLING OF THE TERPENYL CHIRAL AUXILIARIES AND CONVENIENT ISOLATION OF THE HOMOALLYLIC ALCOHOLS IN ASYMMETRIC ALLYLBORATION AND CROTYLBORATION OF ALDEHYDES [J].
BROWN, HC ;
RACHERLA, US ;
LIAO, Y ;
KHANNA, VV .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (24) :6608-6614
[22]   ELECTROPHILIC OLEFIN HETEROCYCLIZATION IN ORGANIC-SYNTHESIS - HIGHLY STEREOSELECTIVE SYNTHESIS OF TRANS 3,5-DISUBSTITUTED PYRROLIDIN-2-ONES BY IODOLACTAMIZATION VIA HOMOALLYLIC ASYMMETRIC INDUCTION [J].
TAKAHATA, H ;
TAKAMATSU, T ;
CHEN, YS ;
OHKUBO, N ;
YAMAZAKI, T ;
MOMOSE, T ;
DATE, T .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (12) :3792-3797
[23]   A general strategy for construction of both 2,6-cis- and 2,6-trans-disubstituted tetrahydropyrans:: Substrate-controlled asymmetric total synthesis of (+)-scanlonenyne [J].
Lee, Hyunjoo ;
Kim, Kwan Woo ;
Park, Janghyun ;
Kim, Hyoungsu ;
Kim, Sanghee ;
Kim, Deukjoon ;
Hu, Xiangqian ;
Yang, Weitao ;
Hong, Jiyong .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (22) :4200-4203
[24]   Chiral synthesis via organoboranes .44. Racemic and diastereo- and enantioselective homoallenylboration using dialkyl 2,3-butadien-1-ylboronate reagents. Another novel application of the tandem homologation-allylboration strategy [J].
Soundararajan, R ;
Li, GS ;
Brown, HC .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (01) :100-104
123