The reaction of acylsilanes 1 with Grignard reagents gives the diastereomeric α-hydroxysilanes 3. The level of asymmetric induction depends on the nature of R1 and R2. Good results were obtained for R1=t-Bu, R2=Me and R1=α-Napht, R2=Ph. Subsequent desilylation occurs with predominant inversion of configuration at carbon. © 1991.
Bonini B.F., Masiero S., Mazzanti G., Zani P. (1991). 1,2-diastereoselection induced by chiral silicon in the addition of Grignard reagents to acylsilanes. TETRAHEDRON LETTERS, 32(46), 6801-6804 [10.1016/S0040-4039(00)93607-4].
1,2-diastereoselection induced by chiral silicon in the addition of Grignard reagents to acylsilanes
Bonini B. F.;Masiero S.;Mazzanti G.;Zani P.
1991
Abstract
The reaction of acylsilanes 1 with Grignard reagents gives the diastereomeric α-hydroxysilanes 3. The level of asymmetric induction depends on the nature of R1 and R2. Good results were obtained for R1=t-Bu, R2=Me and R1=α-Napht, R2=Ph. Subsequent desilylation occurs with predominant inversion of configuration at carbon. © 1991.File in questo prodotto:
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