Asymmetric alkylation of diarylmethane derivatives. Improved results using methoxyethoxy substituent

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

Abstract

Alkylation of 2-methoxyethoxyphenyl phenyl methane using sec-BuLi and (−)-sparteine has been carried out in excellent yields and up to 94% ee. The best results were obtained in allylation reactions but methylation, ethylation, benzylation and trimethylsilylation have all been carried out with acceptable ee.

Citation

Wilkinson, J., Rossington, S., Leonard, J., & Hussain, N. (2004). Asymmetric alkylation of diarylmethane derivatives. Improved results using methoxyethoxy substituent. Tetrahedron Letters, 45(28), 5481-5483. https://doi.org/10.1016/j.tetlet.2004.05.058

• Journal Article Type: Article
• Publication Date: Jul 5, 2004
• Deposit Date: Aug 8, 2007
• Journal: Tetrahedron Letters
• Print ISSN: 0040-4039
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 45
• Issue: 28
• Pages: 5481-5483
• DOI: https://doi.org/10.1016/j.tetlet.2004.05.058
• Keywords: Asymmetric, alkylation, diarylmethane, sparteine
• Publisher URL: http://dx.doi.org/10.1016/j.tetlet.2004.05.058