Highly Enantioselective Synthesis of ( R )‐3‐Alkyl‐3‐hydroxyindolin‐2‐ones Including Natural Product ( R )‐Convolutamydine A Catalyzed by A Primary Amine | Zendy

Guo JunTao | Zendy; Zhang BaoQiang | Zendy; Luo Yuan | Zendy; Guan Zhi | Zendy; He YanHong | Zendy

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Highly Enantioselective Synthesis of ( R )‐3‐Alkyl‐3‐hydroxyindolin‐2‐ones Including Natural Product ( R )‐Convolutamydine A Catalyzed by A Primary Amine

Author(s) -

Guo JunTao,

Zhang BaoQiang,

Luo Yuan,

Guan Zhi,

He YanHong

Publication year - 2017

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201700019

Subject(s) - chemistry , yield (engineering) , amine gas treating , enantioselective synthesis , catalysis , alkyl , primary (astronomy) , natural product , organic chemistry , combinatorial chemistry , materials science , physics , astronomy , metallurgy

An efficient strategy for constructing ( R )‐3‐alkyl‐3‐hydroxyindolin‐2‐one derivatives catalyzed by a structurally simple and easily prepared primary amine catalyst under mild conditions has been developed. Various isatins and ketones were tolerated, and the desired products were obtained in up to 99 % yield and up to 99 % ee . The biologically active natural product ( R )‐convolutamydine A was synthesized in 96 % yield and 95 % ee .

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