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Total synthesis of clavosolide A
Authors:Tushar Kanti Chakraborty  Vakiti Ramkrishna Reddy  Praveen Kumar Gajula
Affiliation:Indian Institute of Chemical Technology, Hyderabad 500007, India
Abstract:For the total synthesis of (−)-clavosolide A described herein, a Schmidt glycosidation reaction was used to attach the sugar moiety at an early stage in the synthesis to the 4-hydroxy group of the substituted tetrahydropyran unit of the molecule, which itself was built following a Ti(III)-mediated method developed by us earlier, and at the end, it was the Yamaguchi reaction that was successfully employed for the cyclodimerization of the two halves of the molecule leading to its total synthesis.
Keywords:Clavosolides   Clavosolide A   Epoxide opening   2-Methyl-1,3-diol   Diolide
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