Abstract
The α-hydroxylation of zirconiumallenyl enolates, obtained from β-allenic esters by
deprotonation with LDA or LiN(SiMe3)2 and transmetalation with Cp2ZrCl2, with dimethyldioxirane (DMDO) selectively affords 2-hydroxy-3,4-dienoates. The oxidation
proceeds usually with high yield and substrate conversion and tolerates even sensitive
or unreactive substrates.
Key words
allenes - chirality transfer - enolates - oxidation - zirconium
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