Highly stereoselective synthesis of 1,3-diols utilizing intramolecular hydroboration of allyl vinyl ethers

Abstract
Reaction of secondary allyl vinyl ether with ThexBH2(Thex = 1,1,2-trimethylpropyl) followed by treatment with alkaline hydrogen peroxide gave the corresponding 1,3-diol with high syn selectivity (>16 : 1) with respect to the pre-existing stereogenic centre and the adjacent one.

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