Asymmetric catalysis on the intramolecular cyclopropanation of α-Diazo-β-keto sulfones

Masahiro Honma, Takashi Sawada, Yuri Fujisawa, Masayuki Utsugi, Hideaki Watanabe, Akinori Umino, Takehiko Matsumura, Takayuki Hagihara, Masashi Takano, Masahisa Nakada*

*この研究の対応する著者

研究成果: Article査読

118 被引用数 (Scopus)

抄録

This work describes the development of a highly enantioselective asymmetric catalysis on the intramolecular cyclopropanation of α-diazo-β-keto sulfones. We have found that the catalytic asymmetric intramolecular reactions of α-diazo-β-keto sulfones generally proceed with high enantioselectivity when the α-diazo-β-keto mesityl sulfone is used with the newly prepared ligand 2e. The absolute configuration of products has been determined by X-ray crystallographic analysis, and the outcome of the enantioselectivities is explained well by our proposed models A and B. The products possess great potential for natural product synthesis because (1) many different chemistries of cyclopropane, ketone, and sulfone are available, and (2) the products are generally highly crystalline, facilitating the supplies of enantiomerically pure synthetic intermediates.

本文言語English
ページ(範囲)2860-2861
ページ数2
ジャーナルJournal of the American Chemical Society
125
10
DOI
出版ステータスPublished - 2003 3月 12

ASJC Scopus subject areas

  • 触媒
  • 化学 (全般)
  • 生化学
  • コロイド化学および表面化学

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