Cleavage of activated cyclic amines: unprecedented approach toward 2-substituted cyclobutanones

Baktharaman, Sivaraj ; Selvakumar, Sermadurai ; Singh, Vinod K. (2006) Cleavage of activated cyclic amines: unprecedented approach toward 2-substituted cyclobutanones Organic Letters, 8 (19). pp. 4335-4338. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol0616687

Related URL: http://dx.doi.org/10.1021/ol0616687

Abstract

We report, for the first time, ring opening of activated four- to six-membered cyclic amines followed by an intramolecular expansion of cyclopropanol to cyclobutanone via carbocation intermediate. In the case of a N-tosylaziridine ester, a cyclobutanol was formed in a stereospecific manner during the Kulinkovich reaction step.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:89722
Deposited On:30 Apr 2012 14:27
Last Modified:30 Apr 2012 14:27

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