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Title: Readily Available Primary Aminoboranes as Powerful Reagents for Aldimine Synthesis

Journal Article · · Angewandte Chemie

Abstract Primary aminoboranes (RNHBR 2 ), which are readily available by spontaneous dehydrocoupling of amines and boranes cleanly react at room temperature with aldehydes to give aldimines. The overall transformation from amines to aldimines can be conveniently performed by a sequential one‐pot reaction. This synthetic strategy is especially useful for electron poor and bulky amines which are reluctant to react with aldehydes under dehydration conditions. Using a Glorius robustness screen, we show that this methodology is chemoselective, and functional group tolerant. Computational and experimental data support the irreversible formation of the aldimine product in marked contrast with traditional methods.

Sponsoring Organization:
USDOE
OSTI ID:
1493818
Journal Information:
Angewandte Chemie, Journal Name: Angewandte Chemie Vol. 131 Journal Issue: 9; ISSN 0044-8249
Publisher:
Wiley Blackwell (John Wiley & Sons)Copyright Statement
Country of Publication:
Germany
Language:
English

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