Tetrahedron Letters p. 2405 - 2408 (1986)
Update date:2022-07-31
Topics:
Takano, Seiichi
Kudo, Junko
Takahashi, Michiyasu
Ogasawara, Kunio
When lithium enolates generated from five chiral α,γ-disubstituted γ-lactones are treated with proton sources, formation of the α,γ-syn epimers always predominates over the α,γ-anti epimers in ratios of 10.2-2.9:1.Higher syn/anti ratios are obtained via silyl enolates in some cases.Chirality discrimination by chiral proton source is also observed in particular cases.
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