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Asymmetric alkylation of diphenylmethane derivatives using (-)-sparteine

Wilkinson, JA, Rossington, SB, Leonard, J and Hussain, N 2004, 'Asymmetric alkylation of diphenylmethane derivatives using (-)-sparteine' , Tetrahedron Letters, 45 (6) , pp. 1191-1193.

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Abstract

Alkylation of 2-oxygenated diphenylmethane derivatives using sec-butyllithium and (−)-sparteine gave enantiomeric excesses of up to 60% with allyl bromide but alkylations with methyl electrophiles were poorly selective. When compounds with a free hydroxy in the 2-position were alkylated the selectivity was reversed.

Item Type: Article
Uncontrolled Keywords: Asymmetric, alkylation, deprotonation, diphenylmethane, sparteine
Themes: Subjects / Themes > Q Science > Q Science (General)
Subjects / Themes > Q Science > QD Chemistry
Subjects outside of the University Themes
Schools: Colleges and Schools > College of Science & Technology
Colleges and Schools > College of Science & Technology > School of Environment and Life Sciences
Colleges and Schools > College of Science & Technology > School of Environment and Life Sciences > Biomedical Research Centre
Journal or Publication Title: Tetrahedron Letters
Publisher: Elsevier
Refereed: Yes
ISSN: 00404039
Depositing User: H Kenna
Date Deposited: 08 Aug 2007 15:07
Last Modified: 20 Aug 2013 16:45
URI: http://usir.salford.ac.uk/id/eprint/189

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