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Catalytic asymmetric cyclopropanation of heteroaryldiazoacetates
1Department of Chemistry, State University of New York at Buffalo, 14260-3000, USA. hdavies@acsu.buffalo.edu
The Journal of Organic Chemistry
|October 2, 2001
Abstract:
Rh(2)(S-DOSP)(4)-catalyzed decomposition of heteroaryldiazoacetates in the presence of styrene results in highly diastereoselective and enantioselective cyclopropanations. Heteroaryldiazoacetates containing both electron-rich and electron-deficient heterocycles, such as thiophene, furan, pyridine, indole, oxazole, isoxazole, and benzoxazole, are effective in this chemistry. These studies broaden the range of diazo compounds containing both electron-withdrawing and electron-donating groups, which undergo highly diastereoselective cyclopropanations.