Premium
Improved Protocol for the Diastereoselective Cyclopropanation of Alkenes using Geminal Dizinc Carbenoids: A Study on the Effect of Zinc Iodide
Author(s) -
Fournier JeanFrançois,
Charette André B.
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400029
Subject(s) - geminal , chemistry , carbenoid , cyclopropanation , reagent , zinc , iodide , organic chemistry , scope (computer science) , catalysis , combinatorial chemistry , rhodium , computer science , programming language
A mixture of ZnI 2 , EtZnI·2OEt 2 and CHI 3 produces a gem ‐dizinc carbenoid that is an efficient cyclopropanating reagent. The presence of ZnI 2 allows for shorter reaction times and cleaner reactions, particularly with less reactive substrates. This modification improves the scope of the reaction and it raises important mechanistic issues about this reaction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)