Consequences of acid catalysis in concurrent ring opening and halogenationof spiroketals

Citation
Tg. Lacour et al., Consequences of acid catalysis in concurrent ring opening and halogenationof spiroketals, ORG LETT, 1(11), 1999, pp. 1815-1818
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
11
Year of publication
1999
Pages
1815 - 1818
Database
ISI
SICI code
1523-7060(199912)1:11<1815:COACIC>2.0.ZU;2-X
Abstract
[GRAPHICS] Lewis and/or Bronsted acid additives permit ring opening and halogenation o f spiroketals at substantially reduced temperatures to produce omega-iodo e nol ethers in improved yield and purity, which can undergo further reaction in the presence of distal electrophilic centers to give new steroid skelet ons.