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Diastereoselective Alkoxyallylation of Aldehydes
T. Mejuch, M. Botoshansky, I. Marek*
Technion-Israel Institute of Technology, Haifa, Israel
19 August 2011 (online)
E-Configured alkoxy-substituted allyl metal equivalents (A) are synthetically difficult to access. The authors report a strategy to generate these allylmetal species in situ via carbocupration of ynol ethers. Subsequent zinc homologation and trapping with aldehydes lead to the diastereoselective formation of allylic vicinal diols in a one-pot operation.