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

39 引用 (Scopus)

抜粋

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.

元の言語English
ページ(範囲)2165-2168
ページ数4
ジャーナルTetrahedron Letters
34
発行部数13
DOI
出版物ステータスPublished - 1993 3 26

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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