Catalytic Asymmetric Intramolecular Cyclopropanation of α-Diazo-α-Silyl Acetate

Saori Inoue, Kotaro Nagatani, Haruka Tezuka, Yunosuke Hoshino, Masahisa Nakada*

*この研究の対応する著者

研究成果: Article査読

8 被引用数 (Scopus)

抄録

The catalytic asymmetric intramolecular cyclopropanation (CAIMCP) of α-diazo-α-silyl acetates to form oxabicyclo[3.2.1]hexane, which proceeds with high yields and enantioselectivities, is described. The maximum enantiomeric excess observed was 96% ee and the absolute configuration of the products was elucidated. The counteranion of the Cu(I) catalyst was found to play a crucial role in determining the yields and enantioselectivities, with highly anionic counteranions improving both yields and enantioselectivities. Our previously reported model explains the enantiofacial selectivity of the reacting alkene.

本文言語English
論文番号st-2016-u0854-l
ページ(範囲)1065-1070
ページ数6
ジャーナルSynlett
28
9
DOI
出版ステータスPublished - 2017 6 1

ASJC Scopus subject areas

  • 有機化学

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