A diastereoselective radical to polar crossover sequence for the synthesisof the isolaurinterols and aplysins

Authors
Harrowven, DC Lucas, MC Howes, PD
Citation
Dc. Harrowven et al., A diastereoselective radical to polar crossover sequence for the synthesisof the isolaurinterols and aplysins, TETRAHEDR L, 40(47), 1999, pp. 8271-8272
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
47
Year of publication
1999
Pages
8271 - 8272
Database
ISI
SICI code
0040-4039(19991119)40:47<8271:ADRTPC>2.0.ZU;2-V
Abstract
Total syntheses of aplysin 1, debromoaplysin 2, aplysinol 3, debromoaplysin ol 4, isoaplysin 5, isolaurinterol 6 and debromoisolaurinterol 7 are descri bed. Key features are a diastereoselective radical to polar crossover seque nce to transform diene 8 into debromoisolaurinterol 7 and a series of biomi metic cyclisation and oxidation reactions. (C) 1999 Elsevier Science Ltd. A ll rights reserved.