RCM/PCC oxidation strategy for synthesis of functionalized cyclic alpha,beta-unsaturated lactones: synthesis of (+)-triacetoxygoniotriol and its diastereomers

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RCM/PCC oxidation strategy for synthesis of functionalized cyclic alpha,beta-unsaturated lactones: synthesis of (+)-triacetoxygoniotriol and its diastereomers

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Title: RCM/PCC oxidation strategy for synthesis of functionalized cyclic alpha,beta-unsaturated lactones: synthesis of (+)-triacetoxygoniotriol and its diastereomers
Author: SRIKANTH, GSC; KRISHNA, UM; TRIVEDI, GK; CANNON, JF
Abstract: A novel methodology leading to the synthesis of (+)-triacetoxygoniotriol 2 from D-glucose is described. Construction of the core six-membered alpha, beta-unsaturated lactone moiety involved ring closing metathesis (RCM) followed by a PCC oxidation. Later exploiting the pseudo-symmetry of D-glucose three other diastereomers of triacetoxygoniotriol were synthesized using the developed methodology. (c) 2006
URI: http://dx.doi.org/10.1016/j.tet.2006.09.016
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11216
http://hdl.handle.net/10054/11216
Date: 2006


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