Anomalous threo-Diastereoselectivity in Allylic Silane- or Stannane-Aldehyde Condensation Reactions: New Interpretation of the Antiperiplanar vs. Synclinal Problem on the Transition-state Conformations

DOI: 10.1039/c39900001161

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 1161 - 1163 (1990)

Update date:2022-08-10

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Authors:

Mikami, Koichi

Kawamoto, Kazuya

Loh, Teck-Peng

Nakai, Takeshi

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Article abstract of DOI:10.1039/c39900001161

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.

Full text of DOI:10.1039/c39900001161

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