The effect of phenyl substituents on elimination stereochemistry: A mechanistic manifold in alkoxide promoted decomposition of 1-phenyl-1-propyltrimethylammonium …

Z Machková, J Závada

Index: Machkova, Zuzana; Zavada, Jiri Collection of Czechoslovak Chemical Communications, 1981 , vol. 46, # 4 p. 833 - 849

Full Text: HTML

Citation Number: 0

Abstract

Abstract Reactions of the positionally isomeric 1-phenyl-1-propyl (I) and 1-phenyl-2- propyltrimethylammonium (II) ions with CH 3 OK-CH 3 OH, tC 4 H 9 OK-tC 4 H 9 OH and tC 4 H 9 OK-C 6 H 6 systems have been investigated with aid of the deuterated analogues erythro-2-DI, threo-2-DI, 1-DI and threo-1-D-II. A least five mechanistic components (anti-β- elimination, syn-β-elimination, α', β-elimination, Sommelet-Hauser rearrangement and SN ...