Improved Protocol for the Diastereoselective Cyclopropanation of Alkenes using Geminal Dizinc Carbenoids: A Study on the Effect of Zinc Iodide | Zendy

Fournier JeanFrançois | Zendy; Charette André B. | Zendy

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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)

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