Chiral SPINOL‐Derived Borophosphate‐Catalyzed Asymmetric 1,4‐Reduction of Exocyclic α,β‐Unsaturated Ketones

An asymmetric 1,4‐reduction of exocyclic α,β‐unsaturated ketones, yielding diverse optically active α‐substituted tetralones, has been achieved using a chiral SPINOL‐derived borophosphate catalyst. The enantioselectivity‐determining step of the reaction involves the protonation of a highly active bo...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2024-11
Main Authors: Cui, Wenhui, Meng, Fanjing, Zhang, Zengfeng, Han, Zhuting, Cao, Yang
Format: Article
Language:English
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Summary:An asymmetric 1,4‐reduction of exocyclic α,β‐unsaturated ketones, yielding diverse optically active α‐substituted tetralones, has been achieved using a chiral SPINOL‐derived borophosphate catalyst. The enantioselectivity‐determining step of the reaction involves the protonation of a highly active boron enolates intermediate. This catalytic reduction system, comprising chiral SPINOL‐derived borophosphate and pinacolborane, has potential for broader application in other asymmetric reduction reactions.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202401008