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A concise protecting-group-free synthesis of cephalosporolides E and F

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Title A concise protecting-group-free synthesis of cephalosporolides E and F
 
Creator CHAUDHARI, DA
KATTANGURU, P
FERNANDES, RA
 
Subject MARINE-DERIVED FUNGUS
PENICILLIUM-SP
LACTONES
 
Description A concise protecting-group-free synthesis of cephalosporolides E and F has been described. The key steps involve the one-pot conversion of L-mannonic-gamma-lactone to gamma-vinyl-beta-hydroxy-gamma-lactone, cross-metathesis and Wacker-type oxidative spiroketalization. The internal olefin served as a latent keto functionality with excellent delivery of a regioselective keto group for spiroketalization. The synthetic strategy is protecting-group-free and marks the shortest route so far to cephalosporolides E and F.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2016-01-15T07:21:08Z
2016-01-15T07:21:08Z
2015
 
Type Article
 
Identifier RSC ADVANCES, 5(52)42131-42134
2046-2069
http://dx.doi.org/10.1039/c5ra06991b
http://dspace.library.iitb.ac.in/jspui/handle/100/18036
 
Language en