Stereoselective total synthesis of decarestrictine O |
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Authors: | Jhillu S Yadav K Anantha Lakshmi N Mallikarjuna Reddy Nipunge Swapnil A Ramachandra Prasad |
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Institution: | Pheromone Group, CSIR, Indian Institute of Chemical Technology, Hyderabad 500 607, AP, India |
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Abstract: | The stereoselective total synthesis of decarestrictine O, a polyketide natural product is described. The synthesis involves MacMillan α-hydroxylation, C1-Wittig olefination, hydrolytic kinetic resolution and ring closing metathesis (RCM) as key steps. Improved efficiency was achieved by using the DIBAL mediated reductive transformation of trans-dimethyl l-tartrate acetonide into ε-hydroxy α,β-unsaturated ester in a single step. |
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