Issue 17, 1990

Anomalous threo-diastereoselectivity in allylic silane- or stannane–aldehyde condensation reactions: new interpretation of the antiperiplanar vs. synclinal problem on the transition-state conformations

Abstract

Unusual threo-diastereoselectivity has been observed in the intermolecular reactions of β-substituted crotyl-silane or-stannane with 2-benzyloxypropanal under chelation conditions, which implies preference for the synclinal over the antiperiplanar transition state.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1990, 1161-1163

Anomalous threo-diastereoselectivity in allylic silane- or stannane–aldehyde condensation reactions: new interpretation of the antiperiplanar vs. synclinal problem on the transition-state conformations

K. Mikami, K. Kawamoto, T. Loh and T. Nakai, J. Chem. Soc., Chem. Commun., 1990, 1161 DOI: 10.1039/C39900001161

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