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Total Synthesis of (−)‐Spirangien A,an Antimitotic Polyketide Isolated from the Myxobacterium Sorangium Cellulosum
Authors:Ian Paterson Prof?Dr  Alison?D Findlay Dr  Christian Noti Dr
Institution:University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW (UK), Fax: (+44)?1223‐336362 http://www‐paterson.ch.cam.ac.uk
Abstract:A stereocontrolled total synthesis of the cytotoxic spiroacetal‐containing polyketide (?)‐spirangien A is described. This utilizes an aldol‐based strategy to construct a common stereotetrad intermediate that was elaborated into the spiroacetal core, followed by the introduction of the unstable pentaene‐containing side chain, performed with exclusion of light, using sequential Stille cross‐coupling reactions.
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Keywords:aldol reaction  cytotoxicity  natural products  polyketides  spiro compounds
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