H. Davies, G. Ahmed, Rebecca L. Calvo
Mar 19, 1998
Citations
0
Influential Citations
72
Citations
Quality indicators
Journal
The Journal of organic chemistry
Abstract
Rhodium(II) octanoate catalyzed decomposition of 2-diazo-3-siloxybutenoates, containing (R)-pantolactone as a chiral auxiliary, in the presence of vinyl ethers results in the diastereoselective synthesis of cyclopropanes with high asymmetric induction. Treatment of the cyclopropanes with tetrabutylammonium fluoride results in desilylation and ring expansion of the resulting acylcyclopropanes to 2,3-dihydrofurans with retention of stereochemistry.