ISSN:
0170-2041
Keywords:
Kolbe electrolysis
;
Radical cyclization
;
Si-C bond oxidation
;
Prostaglandins
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The α-silyl-substituted carboxylic acids 4 and 10 were prepared and with other coacids subjected to a mixed Kolbe electrolysis with β-cyclopentenyloxypropanoate 1. The stereochemical course of this cyclization reaction was determined on the basis of the 4-methyl-substituted product 23 by 1H-NMR-NOE spectroscopy. Conversion of the bicyclic reaction products 21b-d to advanced prostaglandin precursors such as lactone 30 was achieved in few steps.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199419940303