Nugent, Thomas C.2014-03-142014-03-141995etd-06062008-152643http://hdl.handle.net/10919/38065Biocatalytic conversion of chlorobenzene to the corresponding homochiral cyclohexadiene cis-diol (113) allows, through careful symmetry-based planning, the stereodivergent synthesis of all sphingosine stereoisomers. This was achieved via the selective preparation of the appropriate diastereomer of azido alcohol (118), were C-4 and C-5 correspond to C-3 and C-2 of the sphingosine skeleton, respectively (Scheme 1).vii, 155 leavesBTDapplication/pdfenIn CopyrightLD5655.V856 1995.N844Dissertationhttp://scholar.lib.vt.edu/theses/available/etd-06062008-152643/