Palladium nanocatalyst assisted in situ regeneration of amino donor in a one-enzyme cascade

α-Chiral amines are key intermediates for scalable preparation of bioactive compounds; herein we present a novel palladium-based nanocatalyst capable of selectively catalyzing the reductive amination of carbonyl compounds, which enables the in situ regeneration of amino donors from wasteful co-produ...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2023-09, Vol.25 (18), p.7372-7380
Main Authors: Wang, Ruke, Tang, Xuan, Jv, Xinchun, Liu, Yaxu, Wang, Bo
Format: Article
Language:English
Subjects:
Amination
Amines
Bioactive compounds
Carbonyl compounds
Carbonyls
Enantiomers
Green chemistry
Intermediates
Palladium
Regeneration
Transaminase
Transaminases
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Summary:α-Chiral amines are key intermediates for scalable preparation of bioactive compounds; herein we present a novel palladium-based nanocatalyst capable of selectively catalyzing the reductive amination of carbonyl compounds, which enables the in situ regeneration of amino donors from wasteful co-products in a one-enzyme cascade using ω-transaminase, without the requirement of the expensive coenzyme NAD(P)H. The cascade network combines a ω-transaminase-assisted transamination with a selective reductive amination reaction facilitated by a heterogeneous palladium-based nanocatalyst. Nitrogen is sourced from hydroxylamine ions to convert generated co-products back into amino donors, yielding chiral amines with exceptional yields of up to 99% and excellent enantioselectivity. This chemoenzymatic one-enzyme transamination-reductive amination cascade network is highly atom-efficient and generates H 2 O as its sole by-product, demonstrating its potential impact in synthetic chemistry and beyond.
ISSN:1463-9262
1463-9270
DOI:10.1039/D3GC01786A