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Serinal-derived vinyl oxiranes as novel and versatile building blocks for the stereoselective synthesis of D- and L-erythro-sphingosines

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Hertweck,  C.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Boland,  W.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Hertweck, C., Goerls, H., & Boland, W. (1998). Serinal-derived vinyl oxiranes as novel and versatile building blocks for the stereoselective synthesis of D- and L-erythro-sphingosines. Chemical Communications, (18), 1955-1956. doi:10.1039/A804415E.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0012-A0BC-0
Abstract
Oxazolidine vinyl oxirane 1, a novel and highly versatile building block for the preparation of enantiopure D-(+)-erythro-sphingosine and analogues, has been prepared by chloroallylboration of the Garner aldehyde with absolute stereocontrol and in good