JOURNAL ARTICLE

Enantioselective Total Synthesis of (+)‐Vittatalactone

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 %.

Keywords:
Enantioselective synthesis Chemistry Desymmetrization Total synthesis Wittig reaction Hydroboration Yield (engineering) Alkylation Stereochemistry Diol Aldol reaction Organic chemistry Catalysis

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33
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0.88
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Citation History

Topics

Carbohydrate Chemistry and Synthesis
Physical Sciences →  Chemistry →  Organic Chemistry
Synthetic Organic Chemistry Methods
Physical Sciences →  Chemistry →  Organic Chemistry
Asymmetric Synthesis and Catalysis
Physical Sciences →  Chemistry →  Organic Chemistry
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