Total synthesis of clavosolide A

Chakraborty, Tushar Kanti ; Reddy, Vakiti Ramkrishna ; Gajula, Praveen Kumar (2008) Total synthesis of clavosolide A Tetrahedron, 64 (22). pp. 5162-5167. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tet.2008.03.039

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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Clavosolides; Clavosolide A; Epoxide Opening; 2-methyl-1, 3-diol; Diolide
ID Code:20451
Deposited On:20 Nov 2010 14:29
Last Modified:20 Nov 2010 14:29

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