Synthetic studies on C14 cembranoids: synthesis of C4-12 fragment of sarcophytonolides E-G and L and C5-11 fragment of sarcophytonolide L
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Title |
Synthetic studies on C14 cembranoids: synthesis of C4-12 fragment of sarcophytonolides E-G and L and C5-11 fragment of sarcophytonolide L
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Creator |
FERNANDES, RA
INGLE, AB |
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Subject |
SOFT CORAL
ASYMMETRIC DIHYDROXYLATION GAMMA-LACTONES LATUM Sarcophytonolides Stereoselective synthesis Johnson-Claisen rearrangement Knoevenagel condensation Asymmetric dihydroxylation |
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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.
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Publisher |
PERGAMON-ELSEVIER SCIENCE LTD
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Date |
2012-06-26T08:41:11Z
2012-06-26T08:41:11Z 2011 |
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Type |
Article
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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 |
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Language |
English
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