A practical gold-catalyzed route to 4-substituted oxazolidin-2-ones from N-Boc propargylamines

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초록

Au-I-catalyzed cyclization of N-Boc propargylamines into 4-alkylidene oxazolidin-2-ones is described. This modular approach provides access to a variety of nonproteogenic 4-substituted oxazolidinones that are important in asymmetric synthesis and biological applications. The current flexible route is characterized by low catalyst loading, mild conditions, and operational simplicity.

키워드

gold; oxazolidinones; 1,3-allylic interactions; isomerization; INTRAMOLECULAR HYDROAMINATION; GOLD(I)-CATALYZED FORMATION; CYTOKINE MODULATOR; MILD CONDITIONS; BETA-AMINO; CYCLIZATION; 2-OXAZOLIDINONES; OXAZOLIDINONES; REAGENTS; SULFONES
제목
A practical gold-catalyzed route to 4-substituted oxazolidin-2-ones from N-Boc propargylamines
저자
Lee, Eun-Sun; Yeom, Hyun-Suk; Hwang, Ji-Hyun; Shin, Seunghoon
DOI
10.1002/ejoc.200700210
발행일
2007-07
유형
Article
저널명
European Journal of Organic Chemistry
권
2007
호
21
페이지
3503 ~ 3507