Intermediate Organic Chemistry Project

Professor Richard J. Sundberg
Department of Chemistry
University of Virginia

Alternate presentation of transistion states for proline-catalyzed enantioselective cyclization of the methyl vinyl ketone adduct of 2-methylcyclopentane-1,3-dione.

Files pro2 and pro1 show the S,S (preferred) and R,R transition states for the enantioselective cyclization of the methyl vinyl ketone adduct of 2-methylcyclopentane-1,3-dione. The transition states are those found by B3LYP calculation by S. Bahmanyar and K. N. Houk, J. Am. Chem. Soc., 123, 12911 (2001). The first two files can be viewed using a VRML plugin cortona which can be downloaded from:
http://www.parallelgraphics.com/products/cortona/

Mediated Enantioselectivity - pro1 (VRML/Flash)
Mediated Enantioselectivity - pro2 (VRML/Flash)

Mediated Enantioselectivity - pro1 (Flash)
Mediated Enantioselectivity - pro2 (Flash)