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Synfacts 2006(6): 0543-0543
DOI: 10.1055/s-2006-934494
DOI: 10.1055/s-2006-934494
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Tarchonanthuslactone
M. S. Scott, C. A. Luckhurst, D. J. Dixon*
University of Cambridge, UK
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
19. Mai 2006 (online)
Significance
Tarchonanthuslactone is a plant metabolite isolated from Tarchonanthus trilobus that lowers blood-plasma glucose in diabetic rats. In this total synthesis the Dixon group demonstrates the use of a highly enantioselective catalytic reduction of an N-acyl pyrrole to control the absolute stereochemistry and direct a highly diastereoselective syn-selective reductive cascade to install all the stereocenters present in the natural product.