学术探索
学术期刊
新闻热点
数据分析
智能评审

Electronic control of stereoselectivity in photocycloaddition reactions .7. Stereoselectivity in the Paterno-Buchi reaction of 2,2-diisopropyl-1,3-dioxol with methyl trimethylpyruvate

被引：16
作者：
Buhr, S
Griesbeck, AG
Lex, J
Mattay, J
Schroer, J
机构：
[1] UNIV COLOGNE,INST ORGAN CHEM,D-50939 COLOGNE,GERMANY
[2] CHRISTIAN ALBRECHTS UNIV KIEL,INST ORGAN CHEM,D-24098 KIEL,GERMANY
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 08期
关键词：
Endo-selectivity; Photocycloaddition; Semiempirical calculations; X-ray structure analysis;
D O I：
10.1016/0040-4039(95)02415-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Photocycloaddition of 2,2-diisopropyl:1,3-dioxol (1) with methyl trimethylpyruvate (2c) leads to the bicyclic oxetane 3c in high (> 98%) diastereoisomeric excess. X-ray analysis of 39 revealed the endo-tert.-butyl configuration. Semiempirical calculations (AM1) indicate that kinetic product control exists which can be rationalized with spin-orbit coupling elements.
引用
收藏
页码：1195 / 1196
页数：2
相关论文
共 16 条
12