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Pure Appl. Chem., 2004, Vol. 76, No. 3, pp. 557-564

http://dx.doi.org/10.1351/pac200476030557

Stereochemistry of epoxide carbonylation using bimetallic Lewis acid/metal carbonyl complexes

Y. D. Y. L. Getzler, Viswanath Mahadevan, E. B. Lobkovsky and G. W. Coates

Baker Laboratory, Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY 14853-1301, USA

Abstract: The stereochemistry of epoxide carbonylation using bimetallic [Lewis acid]+[Co(CO)4]- complexes is reported. The achiral complex [(salph)Al(THF)2][Co(CO)4] stereospecifically carbonylates cis- and trans-2-butene oxide to the trans- and cis-β-lactones, respectively. Preliminary experiments regarding the carbonylative kinetic resolution of racemic trans-2-butene oxide using the enantiomerically pure complex [(R,R-salcy)Al(THF)2][Co(CO)4] are also reported.

Conference

12th International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-12), Toronto, Ontario, Canada, 6–10 July 2003
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Cited by 12 articles Other PAC articles by these authors