2-Trimethylsilylethylidentriphenylphosphorane reacts stereoselectively with alpha-amino aldehydes giving the Cram chelation controlled product of vinylation of the carbonyl group. The olefinic 1,2-amino alcohols obtained with this reaction are important intermediates for the preparation of peptides analogues and they were employed for the preparation of N-Boc-statine.
Franciotti, M., Mann, A., Taddei, M. (1991). Stereoselective Vinylation of Amino Aldehydes Using 2-trimethylsilylethylidentriphenylphosphorane. TETRAHEDRON LETTERS, 32(46), 6783-6786 [10.1016/S0040-4039(00)93602-5].
Stereoselective Vinylation of Amino Aldehydes Using 2-trimethylsilylethylidentriphenylphosphorane
Taddei, Maurizio
1991-01-01
Abstract
2-Trimethylsilylethylidentriphenylphosphorane reacts stereoselectively with alpha-amino aldehydes giving the Cram chelation controlled product of vinylation of the carbonyl group. The olefinic 1,2-amino alcohols obtained with this reaction are important intermediates for the preparation of peptides analogues and they were employed for the preparation of N-Boc-statine.
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https://hdl.handle.net/11365/30959
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