A Rapid Route to Aminocyclopropanes via Carbamatoorganozinc Carbenoids1. Issue 38 (1st August 2013)

• Record Type: Journal Article
• Authors: Ishikawa, Shingo; Sheppard, Tom D.; D'Oyley, Jarryl M.; Kamimura, Akio; Motherwell, William B.
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 38(2013)
• Page Start: 10060
• Page End: 10063
• Publication Date: 2013-08-01
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201304720
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Easy as 1, 2, 3</bold>: Reaction of methyl carbamate, triethyl orthoformate, and readily available alkenes provides a highly practical preparation of protected aminocyclopropanes. The reaction proceeds with preferential <italic>cis</italic> addition to alkenes, and cleavage of the methyl carbamate gives the free aminocyclopropanes as their HI salts (see scheme).<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg37r9md84" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>