Issue 12, 2004
From the journal:

Chemical Communications

Allylation and highly diastereoselective syn or anti crotylation of N-toluenesulfonylimines using potassium allyl- and crotyltrifluoroborates

Sze-Wan Lia  and  Robert A. Batey*a  

* Corresponding authors

a Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada
E-mail: rbatey@chem.utoronto.ca
Fax: +1(416) 978-5059
Tel: +1(416) 978-5059

Abstract

Air and moisture stable potassium allyl- and crotyltrifluoroborates undergo addition to N-sulfonyl and N-sulfinyl aldimines in the presence of Lewis acids, to provide the corresponding homoallylic amines in high yields and excellent diastereoselectivity.

Graphical abstract: Allylation and highly diastereoselective syn or anti crotylation of N-toluenesulfonylimines using potassium allyl- and crotyltrifluoroborates

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Article information

DOI
https://doi.org/10.1039/B403759F
Article type
Communication
Submitted
11 Mar 2004
Accepted
06 Apr 2004
First published
11 May 2004

Chem. Commun., 2004, 1382-1383

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Allylation and highly diastereoselective syn or anti crotylation of N-toluenesulfonylimines using potassium allyl- and crotyltrifluoroborates

S. Li and R. A. Batey, Chem. Commun., 2004, 1382 DOI: 10.1039/B403759F

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