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Publication 187
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P. Müller, G. Bernardinelli, Y.F. Allenbach, M. Ferri, S. Grass,
“Asymmetric Synthesis of Dihydrofurans via Rh(II)-catalzed Cyclopropanation-Rearrangement of Enol Ethers with Silanyloxyvinyl Diazoacetates”
Synlett 2005, 1397-1400.
The cyclopropanation of dihydrofuran and dihydropyran with methyl 1-(silanyloxy)vinyl diazoacetates in the presence of chiral Rh(II)-catalysts affords cyclopropanes with high diastereo- and enantioselectivitiy. The cyclopropanes, in turn, rearrange to dihydrofurans upon desilylation with TBAF.
DOI : 10.1055/s-2005-868501
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