Superior substrate control on diastereoselection in boric Lewis acid-promoted aldol reactions. Asymmetric synthesis of a 3,4-syn homologous series of ethyl 3,5-dihydroxy-2,4-dimethyl-5-phenylpentanoates

DOI: 10.1016/S0957-4166(01)00405-0

Source and publish data:

Tetrahedron Asymmetry p. 2343 - 2349 (2001)

Update date:2022-08-05

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Authors:

Kiyooka, Syun-ichi

Shahid, Kazi A.

Murai, Kazunori

Li, Yong-Nan

Okazaki, Momotoshi

Shuto, Yoshihiro

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Article abstract of DOI:10.1016/S0957-4166(01)00405-0

The BF₃·OEt₂-promoted aldol reaction of chiral syn- and anti-α-methyl-β-siloxy aldehydes with a silyl ketene acetal resulted in essentially complete syn Felkin selection. Even in the asymmetric aldol reaction using chiral oxazaboroli

Full text of DOI:10.1016/S0957-4166(01)00405-0

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