Catalytic and Enantioselective Synthesis of Chiral Multisubstituted Tribenzothiepins by Intermolecular Cycloadditions

Yu Ki Tahara, Riku Matsubara, Akihito Mitake, Tatsuki Sato, Kyalo Stephen Kanyiva, Takanori Shibata

研究成果: Article査読

15 被引用数 (Scopus)

抄録

The first catalytic and highly enantioselective synthesis of tribenzothiepin derivatives was achieved. Two types of intermolecular cycloadditions using either diphenyl-sulfide-tethered diynes or 2-phenyl sulfanylbenzene-tethered diynes with a monoalkyne successfully gave chiral multisubstituted tribenzothiepins in good to excellent ee values under mild conditions. The inversion energy of this saddle-shaped molecule was calculated by measurement of the racemization rate of chiral tribenzothiepins using the Eyring kinetic equation under heating conditions. The present protocol could also be used to prepare a chiral tribenzoselenepin.

本文言語English
ページ(範囲)4552-4556
ページ数5
ジャーナルAngewandte Chemie - International Edition
55
14
DOI
出版ステータスPublished - 2016 3月 24

ASJC Scopus subject areas

  • 触媒
  • 化学 (全般)

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