Angewandte Chemie. International edition in English 2013-09-16

A rapid route to aminocyclopropanes via carbamatoorganozinc carbenoids.

Shingo Ishikawa, Tom D Sheppard, Jarryl M D'Oyley, Akio Kamimura, William B Motherwell

Index: Angew. Chem. Int. Ed. Engl. 52(38) , 10060-3, (2013)

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Abstract

Easy as 1,2,3: Reaction of methyl carbamate, triethyl orthoformate, and readily available alkenes provides a highly practical preparation of protected aminocyclopropanes. The reaction proceeds with preferential cis addition to alkenes, and cleavage of the methyl carbamate gives the free aminocyclopropanes as their HI salts.© 2013 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.