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Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions.

ABSTRACT: The key factors for carbonyl-stabilised ammonium ylide-mediated epoxidation reactions were systematically investigated by experimental and computational means and the hereby obtained energy profiles provide explanations for the observed experimental results. In addition, we were able to identify the first tertiary amine-based chiral auxiliary that allows for high enantioselectivities and high yields for such epoxidation reactions.

SUBMITTER: Novacek J

PROVIDER: S-EPMC5066843 | biostudies-literature | 2016 Aug

REPOSITORIES: biostudies-literature

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Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions.

Novacek Johanna J Roiser Lukas L Zielke Katharina K Robiette Raphaël R Waser Mario M

Chemistry (Weinheim an der Bergstrasse, Germany) 20160706 32

The key factors for carbonyl-stabilised ammonium ylide-mediated epoxidation reactions were systematically investigated by experimental and computational means and the hereby obtained energy profiles provide explanations for the observed experimental results. In addition, we were able to identify the first tertiary amine-based chiral auxiliary that allows for high enantioselectivities and high yields for such epoxidation reactions. ...[more]

PMID: 27381752

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