Biocatalytic 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). / Ph. D.
| Identifer | oai:union.ndltd.org:VTETD/oai:vtechworks.lib.vt.edu:10919/38065 |
| Date | 06 June 2008 |
| Creators | Nugent, Thomas C. |
| Contributors | Chemistry, Hudlicky, Tomas, Tanko, James M., White, Robert H., Gibson, Harry W., Brewer, Karen J. |
| Publisher | Virginia Tech |
| Source Sets | Virginia Tech Theses and Dissertation |
| Language | English |
| Detected Language | English |
| Type | Dissertation, Text |
| Format | vii, 155 leaves, BTD, application/pdf, application/pdf |
| Rights | In Copyright, http://rightsstatements.org/vocab/InC/1.0/ |
| Relation | OCLC# 34050575, LD5655.V856_1995.N844.pdf |
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