Synthesis of kaitocephalin facilitated by three stereoselective allylic transposition reactions

Tomoya Sugai, Yuya Okuyama, Jaehyun Shin, Shunme Usui, Shoko Hisada, Ryosuke Osanai, Takeshi Oishi, Takaaki Sato, Noritaka Chida

研究成果: Article査読

8 被引用数 (Scopus)

抄録

A stereoselective synthesis of kaitocephalin is described. The central strategy is based on chirality transfer reactions of three secondary alcohols derived from L-arabinose. The Overman rearrangement of an α,β-unsaturated ester, and intramolecular anti-type SN2¤ reaction constructed a β-hydroxy-α,α-disubstituted amino acid moiety. The third chirality transfer reaction is the Ichikawa rearrangement. These stereoselective reactions successfully established the three contiguous stereocenters embedded in kaitocephalin.

本文言語English
ページ(範囲)454-457
ページ数4
ジャーナルChemistry Letters
47
4
DOI
出版ステータスPublished - 2018

ASJC Scopus subject areas

  • 化学 (全般)

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