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Asymmetric [1,2]-sigmatropic rearrangement of benzylic ammonium ylids

Ponce, Mélanie and Sweeney, Joseph (2007) Asymmetric [1,2]-sigmatropic rearrangement of benzylic ammonium ylids. In: The 234th ACS National Meeting, 19th - 23rd August 2007, Boston, MA, USA. (Unpublished)

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Abstract

Our group has previously reported the asymmetric [2,3]-sigmatropic rearrangement of allylic ammonium ylids and its application towards the synthesis of aminoacids such as allylglycine. We now wish to report an efficient synthesis of phenylalanine derivatives via the asymmetric [1,2]-sigmatropic rearrangement of benzylic ammonium ylids. Asymmetry was introduced by using a range of chiral auxiliaries: their effect on the reaction yield and diastereoselectivity will be discussed.

Item Type: Conference or Workshop Item (Lecture)
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
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Depositing User: Joseph Sweeney
Date Deposited: 05 Nov 2012 11:17
Last Modified: 05 Nov 2012 11:17
URI: http://eprints.hud.ac.uk/id/eprint/15216

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