Stereochemistry of epoxide carbonylation using bimetallic Lewis
acid/metal carbonyl complexes
Y. D. Y. L. Getzler, V. 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.
*Plenary and invited lectures presented at the 12th
International Symposium on Organometallic Chemistry Directed Towards
Organic Synthesis (OMCOS-12), Toronto, Ontario, Canada, 6-10 July 2003.
Other lectures are published in this issue, pp.
453-695.
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