期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 33, 页码 9719-9722出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201702882
关键词
epoxides; hydrides; nucleophilic substitution; polyols; reaction mechanisms
资金
- Deutsche Forschungsgemeinschaft [Ga 619/11-1]
- Alexander von Humboldt-Stiftung
Described herein is a novel concept for S(N)2 reactions at tertiary carbon centers in epoxides without activation of the leaving group. Quantum chemical calculations show why S(N)2 reactions at tertiary carbon centers are proceeding in these systems. The reaction allows flexible synthesis of 1,3-diol building blocks for natural product synthesis with excellent control of the relative and absolute configurations.
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