Preparation of branched ketones from esters via 1,2-disubstituted cyclopropanols. Synthesis of methylenomycin B

Authors
Shevchuk, TA Kulinkovich, OG
Citation
Ta. Shevchuk et Og. Kulinkovich, Preparation of branched ketones from esters via 1,2-disubstituted cyclopropanols. Synthesis of methylenomycin B, RUSS J ORG, 36(8), 2000, pp. 1124-1126
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
36
Issue
8
Year of publication
2000
Pages
1124 - 1126
Database
ISI
SICI code
1070-4280(200008)36:8<1124:POBKFE>2.0.ZU;2-J
Abstract
A cyclopentenoid antibiotic methylenomycin B was prepared by seven-stage sy nthesis from 1-ethyl-2-(2-hydroxypropyl)-1 -cyclopropanol, a product of hyd roxycyclopropanation of 4-penten-2-ol with ethyl propionate by treatment wi th isopropylmagnesium bromide in the presence of titanium(IV) isopropoxide.