Acyclic Diastereoselectivity in the Lewis Acid Promoted Additions of Chiral, β-Methyl-Substituted (E)-Crotylsilanes with Achiral Aldehydes

DOI: 10.1021/jo00057a007

Source and publish data:

Journal of Organic Chemistry p. 999 - 1002 (1993)

Update date:2022-07-31

Topics:

Authors:

Panek, James S.

Cirillo, Pier F.

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Article abstract of DOI:10.1021/jo00057a007

The diastereoselection in the Lewis acid promoted addition of chiral, β-methyl-substituted (E)-crotylsilanes (S)-1a and (R)-1b with α-(benzyloxy)acetaldehyde (2) is reversed from syn to anti by changing the Lewis acid from BF3*OEt2 (non-chelation-controll

Full text of DOI:10.1021/jo00057a007

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