Record Details

Synthetic studies on C14 cembranoids: synthesis of C4-12 fragment of sarcophytonolides E-G and L and C5-11 fragment of sarcophytonolide L

DSpace at IIT Bombay

View Archive Info
 
 
Field Value
 
Title Synthetic studies on C14 cembranoids: synthesis of C4-12 fragment of sarcophytonolides E-G and L and C5-11 fragment of sarcophytonolide L
 
Creator FERNANDES, RA
INGLE, AB
 
Subject SOFT CORAL
ASYMMETRIC DIHYDROXYLATION
GAMMA-LACTONES
LATUM
Sarcophytonolides
Stereoselective synthesis
Johnson-Claisen rearrangement
Knoevenagel condensation
Asymmetric dihydroxylation
 
Description An efficient stereoselective synthesis of C4-12 fragment of the cembranoids, sarcophytonolides E-G and L and C5-11 fragment of sarcophytonolide L is described. The C4-12 building block is efficiently assembled starting from chiral pool material (R)-carvone employing the Baeyer-Villiger oxidation, modified Knoevenagel condensation and asymmetric dihydroxylation as the key steps. The synthesis of C5-11 fragment is based on orthoester Johnson-Claisen rearrangement as the key step. (C) 2010 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2012-06-26T08:41:11Z
2012-06-26T08:41:11Z
2011
 
Type Article
 
Identifier TETRAHEDRON LETTERS,52(3)458-460
0040-4039
http://dx.doi.org/10.1016/j.tetlet.2010.11.093
http://dspace.library.iitb.ac.in/jspui/handle/100/14207
 
Language English