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Asymmetric reduction of aminoketones with borane and chiral oxazaborolidine catalyst
Author(s) -
Zhang YaWen,
Shen ZongXuan,
Qin HongBing,
Li YongHua,
Yu KaiBei
Publication year - 2001
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20010191121
Subject(s) - chemistry , borane , methanol , alcohol , hydrochloric acid , tetrahydrofuran , optically active , catalysis , amino acid , organic chemistry , chloride , hydrogen , medicinal chemistry , solvent , biochemistry
A group of α‐ and β‐ N, N ‐dialkyl amino ketones were reduced enantioselectively by 2 moles of borane‐tetrahydrofuran in the presence of 10 mol% of the in‐situ formed chiral oxazaborolidine, followed by diluted hydrochloric acid. The resulting amino alcohol‐borane complexes were treated with hydrogen chloride‐glycol‐methanol to give the optically active amino alcohol with the ee up to 99%.