Asymmetric synthesis of α-amino acids through α-iodination of chiral unsaturated carboxamides and stereoselective iodolactonization

Osamu Kitagawa, Tokushi Hanano, Norihiko Kikuchi, Takeo Taguchi

研究成果: Article査読

39 被引用数 (Scopus)

抄録

The α-iodination reaction of chiral enamides 1 possessing (2R,5R)-2,5-bis(methoxymethyl)pyrrolidine as a chiral auxiliary proceeded with high diastereoselectivity in the presence of I2 and s-collidine. The chiral iodides 2 thus obtained were converted to the α-BocNH-amides 3 without epimerization. The subsequent iodolactonization afforded trans-lactones 4 with a relatively high selectivity.

本文言語English
ページ(範囲)2165-2168
ページ数4
ジャーナルTetrahedron Letters
34
13
DOI
出版ステータスPublished - 1993 3 26
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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