Effect of zinc halides on the high stereoselectivity of a new mannich type cyclization in the tilivalline synthesis a computational chemical analysis

Takatoshi Matsumoto, Toyohiko Aoyama, Takayuki Shioiri, Eiji Osawa

研究成果: Article査読

5 被引用数 (Scopus)

抄録

The calculation by the semi-empirical molecular orbital method concerning the effect of zinc halides on the high stereoselectivity of a new Mannich type cyclization in our tilivalline synthesis has revealed that (1) zinc chloride coordinates with the N10 atom during the reaction and (2) the steric hindrance on the α side and the extension of LUMO to the β side in the intermediate 7 govern the high steroselectivity.

本文言語English
ページ(範囲)9775-9780
ページ数6
ジャーナルTetrahedron
50
32
DOI
出版ステータスPublished - 1994
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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