Journal
TETRAHEDRON LETTERS
Volume 52, Issue 50, Pages 6736-6738Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.10.007
Keywords
Amino acids; Enantioselective synthesis; Asymmetric synthesis; Natural product
Categories
Funding
- Aalto University
- Finnish Cultural Foundation
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Garner's aldehyde is a suitable precursor for the synthesis of both isomers of Boc-protected epi-norfuranomycin. We demonstrate the utility of trisyl chloride as an effective leaving group in the dihydrofuran formation step. We also show that TEMPO/BAIB is an effective oxidant for a-amino alcohols avoiding epimerization of the labile a-proton of the product aldehyde. (C) 2011 Elsevier Ltd. All rights reserved.
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