4.5 Article

Stereoselective Total Synthesis of Attenols A and B

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 28, Pages 6317-6324

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300623

Keywords

Natural products; Spiro compounds; Cyclization; Total synthesis

Funding

  1. Council of Scientific and Industrial Research (CSIR)
  2. University Grants Commission (UGC), New Delhi, India

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A highly stereoselective total synthesis of attenols A and B is described. The salient features of this synthesis are the utilization of a reductive radical cyclization strategy for methyl center creation, a Prins cyclization/reductive opening cascade for anti-1,3-diol motif generation, and a double alkylation tosylmethyl isocyanide (TosMIC) strategy to construct the spiro acetal segment.

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