Oxymercuration of homoallylic alcohol derived hemiacetals: Diastereoselective synthesis of protected 1,3-diols

Authors
Sarraf, ST Leighton, JL
Citation
St. Sarraf et Jl. Leighton, Oxymercuration of homoallylic alcohol derived hemiacetals: Diastereoselective synthesis of protected 1,3-diols, ORG LETT, 2(3), 2000, pp. 403-405
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
3
Year of publication
2000
Pages
403 - 405
Database
ISI
SICI code
1523-7060(20000210)2:3<403:OOHADH>2.0.ZU;2-T
Abstract
[GRAPHICS] Protected 1,3-diol synthons may be synthesized efficiently from homoallyic alcohols and simple aldehydes by oxymercuration of the derived hemiacetals. The reactions are diastereoselective and proceed without the use of solven t, Both Hg(OAc)(2) and HgClOAc are effective in the reaction, and the latte r produces isolable organomercurial chlorides directly.