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Asymmetric Hydrogenation of α-Primary and Secondary Amino Ketones: Efficient Asymmetric Syntheses of (−)-Arbutamine and (−)-Denopamine

✍ Scribed by Gao Shang; Duan Liu; Scott E. Allen; Qin Yang; Xumu Zhang

Book ID
101833536
Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
108 KB
Volume
13
Category
Article
ISSN
0947-6539

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✦ Synopsis

Abstract

Two β‐receptor agonists (−)‐denopamine and (−)‐arbutamine were prepared in good yields and enantioselectivities by asymmetric hydrogenation of unprotected amino ketones for the first time by using Rh catalysts bearing electron‐donating phosphine ligands. A series of α‐primary and secondary amino ketones were synthesized and hydrogenated to produce various 1,2‐amino alcohols in good yields and with good enantioselectivies. This Rh electron‐donating phosphine‐catalyzed asymmetric hyderogenation represents one of the most promising and convenient approaches towards the asymmetric synthesis of chiral amino alcohols.

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ChemInform Abstract: Asymmetric Transfer
ChemInform Abstract: Asymmetric Transfer Hydrogenation of α-Amino and α-Alkoxy Substituted Ketones.
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