Enantioselective Total Synthesis of (+)‐Vittatalactone

J. S. Yadav, Nagendra Nath Yadav, T. Srinivasa Rao, B. V. Subba Reddy, Ahmad Al Khazim Al Ghamdi

European Journal of Organic Chemistry · 2011 · 29 citations · 33 references

Concepts

Abstract

Abstract An enantioselective asymmetric total synthesis of (+)‐vittatalactone has been accomplished employing enzymatic desymmetrization approach to create two methyl chiral centres. Other key steps involved are Wittig reaction, Evan's asymmetric alkylation, hydroboration, TEMPO‐BAIB‐mediated selective oxidation of 1,3‐diol and lactonization mediated by p ‐toluenesulfonyl chloride. The total synthesis was achieved by a linear synthetic sequence with an overall yield of 11.8 %.

References

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