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Organocatalytic Asymmetric α‐Amination of Unprotected 3‐Aryl and 3‐Aliphatic Substituted Oxindoles using Di‐ tert ‐butyl Azodicarboxylate
Author(s) -
Zhou Feng,
Ding Miao,
Liu YunLin,
Wang CuiHong,
Ji CongBin,
Zhang YiYu,
Zhou Jian
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100379
Subject(s) - chemistry , amination , stereocenter , bifunctional , aryl , thiourea , yield (engineering) , organic chemistry , catalysis , enantioselective synthesis , diethyl azodicarboxylate , organocatalysis , medicinal chemistry , alkyl , triphenylphosphine , materials science , metallurgy
Abstract The bifunctional quinine‐derived thiourea catalyst 14 was found to catalyze the direct amination of unprotected 3‐aryl and aliphatic substituted oxindoles with di‐ tert ‐butyl azodicarboxylate (DBAD) to construct a tetrasubstituted stereogenic carbon center at the C‐3 position of oxindoles in good to excellent yield and enantioselectivity.