Asymmetric Synthesis of Dihydrofurans via Rh(II)‐Catalyzed Cyclopropanation—Rearrangement of Enol Ethers with 1‐(Silanyloxy)vinyl Diazoacetates.

Abstract

The cyclopropanation of dihydrofuran and dihydropyran with title compound (I) in the presence of chiral Rh-catalysts affords cyclopropanes with high diastereo-and enantioselectivity. The cyclopropanes, in turn, rearrange to dihydrofurans upon desilylation with TBAF. -(MUELLER, P.; BERNARDINELLI, G.; ALLENBACH, Y. F.; FERRI, M.; GRASS, S.; Synlett 2005, 9, 1397-1400; Dep. Org. Chem., Univ. Geneva, CH-1211 Geneva 4, Switz.; Eng.) -M. Paetzel 41-106