Alkylative Ring Opening of N-Methylaziridinium Ions and a Formal Synthesis of Tyroscherin

Yoon, Doo-Ha; Kang, Philjun; Lee, Won Koo; Kim, Yongeun; Ha, Hyun-Joon

doi:10.1021/ol202683k

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Alkylative Ring Opening of N-Methylaziridinium Ions and a Formal Synthesis of Tyroscherin

Yoon, Doo-Ha;
Kang, Philjun;
Lee, Won Koo;
Kim, Yongeun;
Ha, Hyun-Joon

Citations

WEB OF SCIENCE

32

Citations

SCOPUS

33

초록

Alkylative ring-opening reactions of stable 2-substituted N-methylaziridinium ions proceeded with various alkyl- or arylmagnesium bromides in the presence of Cul to yield synthetically valuable and optically pure alkylated acyclic amines in a completely regio- and stereoselective manner. This was applied to a formal synthesis of the cytotoxic natural product tyroscherin.

키워드

ACTIVATED AZIRIDINES; CHIRAL AZIRIDINES; CATALYSIS; ALCOHOLS

제목: Alkylative Ring Opening of N-Methylaziridinium Ions and a Formal Synthesis of Tyroscherin

저자: Yoon, Doo-Ha; Kang, Philjun; Lee, Won Koo; Kim, Yongeun; Ha, Hyun-Joon

DOI: 10.1021/ol202683k

발행일: 2012-01-20

유형: Article

저널명: Organic Letters

권: 14

호: 2

페이지: 429 ~ 431