Stereoselective total synthesis of (+)-lactacystin from D-glucose

Noritaka Chida; Jun Takeoka; Kohji Ando; Noriko Tsutsumi; Seiichiro Ogawa

doi:10.1016/S0040-4020(97)01015-6

Stereoselective total synthesis of (+)-lactacystin from D-glucose

Noritaka Chida, Jun Takeoka, Kohji Ando, Noriko Tsutsumi, Seiichiro Ogawa

応用化学科

研究成果: Article › 査読

65 被引用数 (Scopus)

抄録

The chiral and stereoselective synthesis of (+)-lactacystin 1, the first non-protein neurotrophic factor having an α,α-disubstituted α- amino acid structure, is described. The highly functionalized γ- lactam portion possessing a tetra-substituted carbon with nitrogen in 1 was effectively constructed from D-glucose using allylic trichloroacetimidate rearrangement (Overman rearrangement) as the key reaction.

本文言語	English
ページ（範囲）	16287-16298
ページ数	12
ジャーナル	Tetrahedron
巻	53
号	48
DOI	https://doi.org/10.1016/S0040-4020(97)01015-6
出版ステータス	Published - 1997 12 1

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

文献へのアクセス

10.1016/S0040-4020(97)01015-6

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引用スタイル

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AU - Ogawa, Seiichiro

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