Substituent-Directed Alkyl Addition Reactions of Epoxides. 1. Applications to the Synthesis of 3-Hydroxy-4-methylalkanoic Acids

DOI: 10.1021/jo00276a018

Source and publish data:

Journal of Organic Chemistry p. 3588 - 3596 (1989)

Update date:2022-08-04

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Authors:

Flippin, Lee A.

Brown, Peter A.

Jalali-Araghi, Keyvan

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Article abstract of DOI:10.1021/jo00276a018

The addition reactions of 3,4-epoxy-1-alkanol derivatives were studied using Li(CH3)2Cu (ether, 0 deg C) and 2:1 (CH3)3Al-n-BuLi or 2:1 (C2H5)3Al-n-BuLi (hexane, 0 deg C).In all cases Li(CH3)2Cu showed a small (2-3:1) preference for C(4) addition over C(3

Full text of DOI:10.1021/jo00276a018

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