One-pot asymmetric synthesis of 2- and 2,3-disubstituted tetrahydrofuran derivatives

J Org Chem. 2012 Jun 15;77(12):5394-8. doi: 10.1021/jo300414u. Epub 2012 Jun 4.

Abstract

A novel and convenient one-pot asymmetric synthesis of 2- and 2,3-disubstituted tetrahydrofurans has been achieved in 56-81% yields and 86-99% ee from aliphatic and aromatic aldehydes via an allyl/crotyl/alkoxyallylboration-hydroboration-iodination-cyclization reaction sequence.