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Title: Synthesis of integerrimide A by an on-resin tandem Fmoc-deprotection- macrocyclisation approach
Authors: Sirirat Kumarn
Nitirat Chimnoi
Somsak Ruchirawat
Mahidol University
Chulabhorn Research Institute
South Carolina Commission on Higher Education
Keywords: Biochemistry, Genetics and Molecular Biology;Chemistry
Issue Date: 1-Jan-2013
Citation: Organic and Biomolecular Chemistry. Vol.11, No.44 (2013), 7760-7767
Abstract: A solid-phase total synthesis of integerrimide A (1) is reported. This work employs a safety-catch linker which enables head-to-tail cyclisation of the required linear peptide 6 as a method of cleaving the peptide from the solid support, and highlights a new tandem approach to direct macrocyclisation. It provides access to useful quantities of 1 in 16 steps and 19% overall yield, based on the manufacturer's stated resin substitution from commercially available materials, and also verifies the absolute stereochemistry of the natural product. © The Royal Society of Chemistry 2013.
ISSN: 14770520
Appears in Collections:Scopus 2011-2015

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