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A highly enantioselective synthesis of (−)- and (+)-juglomycin A through Dötz annulation and asymmetric dihydroxylation

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Title A highly enantioselective synthesis of (−)- and (+)-juglomycin A through Dötz annulation and asymmetric dihydroxylation
 
Creator FERNANDES, RODNEY A
CHAVAN, VIJAY P
 
Subject methylation
synthesis
isomers
temperature
 
Description A highly enantioselective synthesis of (−)- and (+)-juglomycin A, a quinone antibiotic is described. The synthesis is completed in eight steps, and 19% overall yield and in a high enantioselectivity of 99.5% [for (−)-juglomycin A] and 98.5% [for (+)-juglomycin A]. The synthetic strategy features an efficient combination of the Dötz annulation reaction and asymmetric dihydroxylation as the keys steps.
 
Publisher Elsevier
 
Date 2009-02-21T11:29:22Z
2011-11-25T17:20:58Z
2011-12-26T13:05:54Z
2011-12-27T05:53:48Z
2009-02-21T11:29:22Z
2011-11-25T17:20:58Z
2011-12-26T13:05:54Z
2011-12-27T05:53:48Z
2008
 
Type Article
 
Identifier Tetrahedron Letters 49(24), 3899-3901
0040-4039
http://dx.doi.org/10.1016/j.tetlet.2008.04.059
http://hdl.handle.net/10054/733
http://dspace.library.iitb.ac.in/xmlui/handle/10054/733
 
Language en