Synthesis via vinyl sulfones 79. Synthesis of a family of epoxyvinyltriflate stereotetrads from 4-hydroxycyclohex-2-en-1-one

Authors
Evarts, JB Fuchs, PL
Citation
Jb. Evarts et Pl. Fuchs, Synthesis via vinyl sulfones 79. Synthesis of a family of epoxyvinyltriflate stereotetrads from 4-hydroxycyclohex-2-en-1-one, TETRAHEDR L, 40(14), 1999, pp. 2703-2706
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
14
Year of publication
1999
Pages
2703 - 2706
Database
ISI
SICI code
0040-4039(19990402)40:14<2703:SVVS7S>2.0.ZU;2-N
Abstract
4-Hydroxy cylohex-2-en-1-one can be converted into a family of highly oxyge nated cyclohexyl epoxyvinyltriflates by epoxidation, rearrangement, and epo xidation. Furthermore, double stereoselection via Jacobsen epoxidation enab les synthesis of compounds such as 20a which were previously very difficult to prepare. (C) 1999 Elsevier Science Ltd. All rights reserved.