Remote asymmetric induction using acetate-type vinylketene silyl N,O-acetals

Naoya Sagawa, Haruka Sato, Seijiro Hosokawa

研究成果: Article査読

14 被引用数 (Scopus)

抄録

Remote asymmetric induction by the vinylogous Mukaiyama aldol reaction using the acetate-type vinylketene silyl N,O-acetal possessing a chiral auxiliary has been achieved. The silyl N,O-acetal derived from crotonate and L-valine afforded the O-silylated 5R- and 5S-adducts selectively by treatment with SnCl4 and BF3·OEt2, respectively. The SnCl4-mediated isomerization of silyl dienol ether was found, and the resulting major isomer showed high reactivity to give γ-adduct in high stereoselectivity.

本文言語English
ページ(範囲)198-201
ページ数4
ジャーナルOrganic Letters
19
1
DOI
出版ステータスPublished - 2017 1 6

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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