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A Protecting-Group-Free Synthesis of Hagen's Gland Lactones

DSpace at IIT Bombay

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Title A Protecting-Group-Free Synthesis of Hagen's Gland Lactones
 
Creator FERNANDES, RA
KATTANGURU, P
 
Subject PARASITIC WASPS HYMENOPTERA
OLEFIN CROSS-METATHESIS
CHIRON APPROACH
BRACONIDAE
STEREOCHEMISTRY
CYCLIZATION
STRATEGY
 
Description A practical protecting group free synthesis of Hagen's gland lactones 1 and 2 is accomplished in four steps and 25.6 and 37.4% overall yields, respectively. The strategy relies on a one-pot conversion of D-glucono-delta-lactone to beta-hydroxy-gamma-vinyl-gamma-lactone, cross-metathesis, and iodocyclization-deiodinization as key steps.
 
Publisher AMER CHEMICAL SOC
 
Date 2014-10-16T14:04:19Z
2014-10-16T14:04:19Z
2012
 
Type Article
 
Identifier JOURNAL OF ORGANIC CHEMISTRY, 77(20)9357-9360
http://dx.doi.org/10.1021/jo301465z
http://dspace.library.iitb.ac.in/jspui/handle/100/15737
 
Language en