161. Enantiomerically pure, crystalline ‘anti’-aldols from N-acylbornanesultams: aldolization and structure of intermediate t-butyldimethylsilyl-N,O-ketene acetal
     Oppolzer, W.; Starkemann, C.; Rodriguez, I.; Bernardinelli, G.
     Tetrahedron Lett. 1991, 32, 61-64

O-Silylation of N-propionylsultam provides pure Z O-silyl-N,O-ketene acetal which undergoes Lewis acid promoted addition of aromatic and aliphatic aldehydes to give diastereomerically pure, crystalline “anti” aldols or their silylethers. Hydroperoxide-assisted hydrolysis/esterification of products yields enantiomerically pure methoxycarbonyl aldols.

DOI : 10.1016/S0040-4039(00)71218-4 

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