Concise Asymmetric Total Synthesis of ent-Ancistrocladinium A

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초록

An asymmetric total synthesis of ent-ancistrocladinium A was developed via chiral phosphoric acid-catalyzed asymmetric reductive amination of 1-aryl-2-propanone and naphthylamine followed by a Bischler-Napieralski reaction. Direct use of the naphthyl moiety in the amine as a key building block in the natural product allowed us to achieve the total synthesis of ancistrocladinium A in only three steps from the known starting materials.

키워드

ancistrocladinium Achiral phosphoric acid catalysisnaphthylisoquinoline alkaloidsreductive aminationtotal synthesisORGANOCATALYTIC TRANSFER HYDROGENATIONSTRONGER BRONSTED ACIDSHANTZSCH ESTERSREDUCTIVE AMINATIONRECENT PROGRESSCATALYSISBENZOTHIAZOLINEANCISHEYNINEACTIVATIONALKALOIDS
제목
Concise Asymmetric Total Synthesis of ent-Ancistrocladinium A
저자
Kim, Kyung-HeeCheon, Cheol-Hong
DOI
10.1002/adsc.201600472
발행일
2016-09-15
유형
Article
저널명
Advanced Synthesis & Catalysis
358
18
페이지
2883 ~ 2888