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Reductive Studies on 3-Oxidopyrylium-alkene [5+2] Cycloadducts: Access to Some Hydroxy Cycloheptenoids

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Title Reductive Studies on 3-Oxidopyrylium-alkene [5+2] Cycloadducts: Access to Some Hydroxy Cycloheptenoids
 
Creator YADAV, AA
KRISHNA, UM
SARANG, PS
PATIL, PS
TRIVEDI, GK
SALUNKHE, MM
 
Subject SYNTHETICALLY USEFUL REACTIONS
NICKEL BORIDE
2-SUBSTITUTED 3-OXIDOPYRYLIUM
SODIUM-BOROHYDRIDE
ORGANIC-SYNTHESIS
RAPID REDUCTION
CYCLOADDITION
DERIVATIVES
(+/-)-BETA-BULNESENE
STEREOCHEMISTRY
[5+2] Cycloaddition
cycloheptenoids
nickel boride
oxa-bridge
3-oxidopyrylium
 
Description [image omitted] The scope of nickel boride as a versatile reducing reagent is extended to the 3-oxidopyrylium-alkene [5+2] cycloadducts. In this report, we demonstrate that nickel boride is capable of one-pot 1,2- and 1,4-reduction of enones present in the cycloadducts in good yields. Subsequent elaboration of the cycloadducts towards synthesis of functionalized cycloheptenoid derivatives devoid of the oxa-bridge is also explored.
 
Publisher TAYLOR & FRANCIS INC
 
Date 2012-06-26T09:54:55Z
2012-06-26T09:54:55Z
2011
 
Type Article
 
Identifier SYNTHETIC COMMUNICATIONS,41(9)1326-1337
0039-7911
http://dx.doi.org/10.1080/00397911.2010.481754
http://dspace.library.iitb.ac.in/jspui/handle/100/14340
 
Language English