Protecting-Group-Free Total Synthesis of Chatenaytrienin-2
Rupesh A Kunkalkar1, Rodney A Fernandes1
1Department of Chemistry , Indian Institute of Technology Bombay , Powai, Mumbai , Maharashtra 400076 , India.
Abstract:
An efficient seven-step, protecting-group-free first total synthesis of chatenaytrienin-2 based on ring-closing metathesis and C(sp)-C(sp3) Sonogashira coupling with a 36.5% overall yield has been described. The ready availability of starting materials and key Wittig olefination, ring-closing metathesis, Lindlar reduction, and C(sp)-C(sp3) coupling makes this strategy applicable for the synthesis of various unbranched polyene-natural products with 1,5,9,n-(Z)-configured double bonds.
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