V. Levacher, B. L. Eriksen, M. Begtrup
Feb 26, 1999
Citations
0
Influential Citations
10
Citations
Journal
Tetrahedron Letters
Abstract
The readily available S-(tert-butyl)-N-(trimethylsilyl)-S-phenylsulfoximine was prepared from S-methyl-N-(trimethylsilyl)-S-phenylsulfoximine via lithiation-methylation sequences. The reaction with n-butyllithium in THF at −78°C afforded the corresponding ortho-lithiated species which could be trapped with different electrophiles in good yields. Addition of benzaldehyde proceeded with a modest diastereoselectivity (de=52%).