Journal
TETRAHEDRON LETTERS
Volume 41, Issue 22, Pages 4481-4485Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)00645-6
Keywords
imino sugars; transketolase; asymmetric carbon-carbon bond synthesis
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N-Hydroxypyrrolidine 5 has been prepared in nine steps starting from;3-O-benzylglyceraldehyde 13. The synthetic route employs Escherichia coli transketolase mediated C-C bond synthesis to establish the absolute stereochemistry and a subsequent ring contraction of a 1,2-oxazine 17 to provide the N-hydroxypyrrolidine nucleus. (C) 2000 Elsevier Science Ltd. All rights reserved.
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