Asymmetric alkylation of diarylmethane derivatives

Wilkinson, JA; Rossington, SB; Ducki, S; Leonard, J; Hussain, N

Abstract

Deprotonation–alkylation of prochiral diarylmethane substrates using sec-BuLi and (−)-sparteine has been carried out in excellent yields and up to 94% ee. A variety of enantioselective alkylations, silylations and stannylations have been performed on four different diarylmethanes. Surrogates for (+)-sparteine have also been applied in this study including a novel surrogate.

Citation

Wilkinson, J., Rossington, S., Ducki, S., Leonard, J., & Hussain, N. (2006). Asymmetric alkylation of diarylmethane derivatives. Tetrahedron, 62(8), 1833-1844. https://doi.org/10.1016/j.tet.2005.11.044

• Journal Article Type: Article
• Publication Date: Feb 20, 2006
• Deposit Date: Aug 8, 2007
• Journal: Tetrahedron
• Print ISSN: 0040-4020
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 62
• Issue: 8
• Pages: 1833-1844
• DOI: https://doi.org/10.1016/j.tet.2005.11.044
• Keywords: Asymmetric, alkylation, diarylmethane, sparteine
• Publisher URL: http://dx.doi.org/10.1016/j.tet.2005.11.044