Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 35, Pages 7189-7193Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101192
Keywords
Alkenes; Palladium; Strained molecules; Carbon dioxide fixation; Lact-ones; Small ring systems
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Funding
- Shanghai Municipal Committee of Science and Technology [08dj1400100-2]
- National Basic Research Program of China [(973)-2009CB825300]
- National Natural Science Foundation of China (NSFC) [21072206, 20472096, 20872162, 20672127, 20821002, 20732008]
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Cyclopropylidenecycloalkanes, which are highly strained methylenecyclopropane (MCPs) containing a cycloalkane moiety, react with carbon dioxide smoothly to give the corresponding five-membered lactone derivatives in moderate to good yields through a cyclopropane ring-opening process in the presence of Pd0 catalyst and PCy3 upon heating under 40 atm of CO2. The relative configuration of the major diastereomers has been determined and a plausible reaction mechanism has also been proposed.
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