Total synthesis of sphingofungin f by orthoamide-type Overman rearrangement of an unsaturated ester

Shun Tsuzaki, Shunme Usui, Hiroki Oishi, Daichi Yasushima, Takahiro Fukuyasu, Takeshi Oishi, Takaaki Sato, Noritaka Chida

研究成果: Article査読

24 被引用数 (Scopus)

抄録

The total synthesis of sphingofungin F through the Overman rearrangement of an unsaturated ester, which is known to be an unsuitable substrate under standard conditions due to the competitive aza-Michael reaction, is described. The developed conditions enabled the ester to be compatible with the original Overman rearrangement, providing quick access to α,α-disubstituted amino acids by minimizing extra protecting group manipulations and redox reactions.

本文言語English
ページ(範囲)1704-1707
ページ数4
ジャーナルOrganic Letters
17
7
DOI
出版ステータスPublished - 2015 4 3

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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