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Alkyl amines and ethers as traceless hydride donors in [1,5]-hydride transfer cascade reactions
Yao-Bin Shen,Fangzhi Hu,Shuai-Shuai Li
Organic & Biomolecular Chemistry Pub Date : 01/05/2023 00:00:00 , DOI:10.1039/D2OB02146C
Abstract

The use of alkyl amines and ethers as traceless hydride donors in [1,5]-hydride transfer cascade reactions represents a promising strategy that greatly enriches redox-neutral hydride transfer chemistry. This review summarizes the remarkable progress made in this field, and focuses on (1) alkyl amines as traceless hydride donors in cascade [1,5]-hydride transfer/elimination reactions and (2) alkyl ethers as traceless hydride donors in [1,5]-hydride transfer cascade reactions. The reaction mechanisms, features, scope, limitations, and synthetic applications are included, where appropriate. Importantly, its powerful ability in allene synthesis and the combination with [Re]-vinylidene and carbocation chemistries render this strategy attractive enough to inspire chemists to develop colorful reactions for building molecular complexity.

Graphical abstract: Alkyl amines and ethers as traceless hydride donors in [1,5]-hydride transfer cascade reactions
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