Concise Asymmetric Total Synthesis of ent-Ancistrocladinium A

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WEB OF SCIENCE

10
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10

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 A; chiral phosphoric acid catalysis; naphthylisoquinoline alkaloids; reductive amination; total synthesis; ORGANOCATALYTIC TRANSFER HYDROGENATION; STRONGER BRONSTED ACIDS; HANTZSCH ESTERS; REDUCTIVE AMINATION; RECENT PROGRESS; CATALYSIS; BENZOTHIAZOLINE; ANCISHEYNINE; ACTIVATION; ALKALOIDS
제목
Concise Asymmetric Total Synthesis of ent-Ancistrocladinium A
저자
Kim, Kyung-Hee; Cheon, Cheol-Hong
DOI
10.1002/adsc.201600472
발행일
2016-09-15
유형
Article
저널명
Advanced Synthesis & Catalysis
권
358
호
18
페이지
2883 ~ 2888