syn-Selective dihydroxylation of γ-amino-α,β-unsaturated (Z)-esters from d
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Add time:08/12/2019 Source:sciencedirect.com
An efficient and stereoselective synthesis of d-iminolyxitol, a potent α-galactosidase inhibitor, is achieved in 11 steps over 45% overall yield from N-Boc-O-Bn-d-serine. The key step involves the OsO4-catalyzed syn-selective dihydroxylation reaction of the acyclic γ-amino-α,β-unsaturated (Z)-ester controlled by an N-diphenylmethylene group.
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