Enantioselective total synthesis of cylindramide

Key steps in the convergent enantioselective synthesis of the cytotoxic natural product cylindramide are tandem Michael addn./electrophilic trapping reactions, Sonogashira coupling, Julia-Kocienski olefination, and macrocyclization. For example, the Sonogashira coupling of pentalene I with iodoacrylate II followed by Julia-Kocienski olefination with sulfone III gave an intermediate which underwent macrocyclization. Formation of the tetramic acid completed the synthesis.


Published in:
Angewandte Chemie, International Edition, 44, 820-822
Year:
2005
Publisher:
Wiley-VCH Verlag GmbH & Co. KGaA
ISSN:
1433-7851
Keywords:
Note:
CAPLUS AN 2005:104408(Journal)
Laboratories:




 Record created 2011-08-17, last modified 2018-03-17


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