Chemoenzymatic synthesis of D-erythro-C18- and L-threo-C18-sphingosines

Article abstract of DOI:10.1021/jo00105a002

Biocatalytic conversion of chlorobenzene to the corresponding homochiral cyclohexadiene cis-diol allows, through careful symmetry-based planning, the stereodivergent synthesis of two sphingosine stereoisomers, the natural isomer 1 and the L-threo isomer 2, from selectively prepared diastereomers of azido alcohol 5.