Journal
TETRAHEDRON LETTERS
Volume 51, Issue 49, Pages 6381-6383Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.09.119
Keywords
Garner's aldehyde; Lantibiotic; Lysinoalanine; Reductive amination; Cinnamycin
Categories
Funding
- European Commission
- BBSRC [BB/D005469/1]
- EPSRC LSI Doctoral Training Centre [EP/F500416/1]
- EPSRC [EP/E052789/1]
- BBSRC [BB/D005469/1] Funding Source: UKRI
- EPSRC [EP/E052789/1] Funding Source: UKRI
- Biotechnology and Biological Sciences Research Council [BB/D005469/1] Funding Source: researchfish
- Engineering and Physical Sciences Research Council [EP/E052789/1] Funding Source: researchfish
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An expedient synthesis of orthogonally protected lysinoalanine has been developed. We have prepared a novel Garner's aldehyde derivative bearing an Aloc group; reductive amination of this aldehyde with Fmoc-Lys-OPMB gave the lysinoalanine skeleton. This was then transformed into an orthogonally protected lysinoalanine derivative suitable for the synthesis of side-chain bridged cyclic peptides by solid phase peptide synthesis methods. (C) 2010 Elsevier Ltd. All rights reserved.
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