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First synthesis and determination of the absolute stereochemistry of iso-cladospolide-B and cladospolides-B and C
Authors:G.V.M. Sharma  K. Laxmi Reddy  J. Janardhan Reddy
Affiliation:D-211, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:
The syntheses of iso-cladospolide-B, cladospolide-B and cladospolide-C are reported with 4S,5S,11S-configuration. Of the three stereogenic centres, the C-4/C-5 vic-diol was created by Evans aldol condensation, while the C-11 stereocentre was created by Jacobsen’s method. The synthesis of cladospolides 1-3 defined the absolute stereochemistry of these natural products.
Keywords:Aldol condensation   vic-Diol   Jacobsen&rsquo  s method   Seco-acid   Macrolactonisation
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