Asymmetric catalysis of intramolecular cyclopropanation of 5-aryl-1-diazo-1-mesitylsulfonyl-5-hexen-2-ones

Takashi Sawada, Masahisa Nakada*

*この研究の対応する著者

研究成果: Article査読

45 被引用数 (Scopus)

抄録

We have examined the catalytic asymmetric intramolecular cyclopropanation (IMCP) reactions of 5-aryl-1-diazo-1-mesitylsulfonyl-5-hexen-2-ones, and found that the substituent of the 5-aryl group dramatically changes the enantioselectivity. That is, no enantioselectivity was observed when the substituent was a methoxy group; however, enantioselectivity was moderate when the substituent was a methylenedioxy group or a tert-butyldimethylsilyloxy group, and it dramatically increased when the substituent was lacking (96% ee) or a benzoyloxy group (93% ee).

本文言語English
ページ(範囲)1527-1532
ページ数6
ジャーナルAdvanced Synthesis and Catalysis
347
11-13
DOI
出版ステータスPublished - 2005 10月 1

ASJC Scopus subject areas

  • 触媒
  • 有機化学

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