Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 4, Issue 4, Pages 621-623Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b516926g
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Diastereoselectivity in reactions of aryl-stabilised ammonium ylides are highly sensitive to the nature of the amine and the ylide substituent. DFT calculations are consistent with a mechanism in which reversibility in betaine formation [despite the high energy (and therefore instability) of ammonium ylides] is finely balanced due to the high barrier to ring closure.
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