STEREOSELECTIVE INTRAMOLECULAR NITRONE CYCLOADDITIONS PROMOTED BY AN ALLYLIC STEREOCENTER

被引：34

作者：

ANNUNZIATA, R

CINQUINI, M

COZZI, F

RAIMONDI, L

机构：

[1] UNIV MILAN,CTR CNR,I-20133 MILAN,ITALY

[2] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 06期

关键词：

D O I：

10.1021/jo00293a040

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of intramolecular nitrone cycloadditions to chiral allyl ethers was studied in order to evaluate theinfluence on the stereochemical outcome exerted by several factors, including the nature of the substituents at the stereocenter and the steric and electronic features of the double bond. A comparison between the stereoselectivity of these reactions and that of related nitrile oxides cycloadditions suggests that they could proceed via similar transition states. © 1990, American Chemical Society. All rights reserved.

引用

页码：1901 / 1908

页数：8

共 41 条

[1] SYNTHESIS OF POLYCYCLIC POLYETHERS .1. STEREOSELECTIVITY OF THE HETEROCYCLIZATION OF GAMMA-DELTA-ETHYLENE TETRAHYDROFURFURYLIC ALCOHOLS WITH MERCURIC-SALTS [J].