New concise asymmetric total synthesis of (+)-desoxoprosophylline and prosophylline

Authors
Yang, CF Liao, LX Xu, YM Zhang, HX Xia, P Zhou, WS
Citation
Cf. Yang et al., New concise asymmetric total synthesis of (+)-desoxoprosophylline and prosophylline, TETRAHEDR-A, 10(12), 1999, pp. 2311-2318
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
12
Year of publication
1999
Pages
2311 - 2318
Database
ISI
SICI code
0957-4166(19990618)10:12<2311:NCATSO>2.0.ZU;2-V
Abstract
Asymmetric total syntheses of (+)-desoxoprosophylline 1 and prosophyiline 2 from 1-(alpha-furyl)-2 phenylmethoxy-N-tosylethylamine 3 were accomplished in 10 steps with an overall yield of 4% and in nine steps with an overall yield of 11%, respectively. The oxidation of 3 to dihydropyridone was used as the key step. (C) 1999 Elsevier Science Ltd. All rights reserved.