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Synthesis of cis-syn-cis and cis-anti-cis linear triquinanes via photo-thermal metathesis

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Title Synthesis of cis-syn-cis and cis-anti-cis linear triquinanes via photo-thermal metathesis
 
Creator Kotha, Sambasivarao
Cheekatla, Subba Rao
 
Subject Cage molecules
Cycloreversion
Linear triquinanes
Photo-thermal metathesis
Diels–Alder reaction
Microwave irradiation
 
Description 1556-1563
Diverse cis-syn-cis and cis-anti-cis triquinane frameworks have been assembled by a simple synthetic protocol starting with substituted cage diones under microwave irradiation conditions. Thermal fragmentation of the cyclobutane ring play a key role in this process and milder reaction conditions have been employed in contrast to normal flash vacuum pyrolysis conditions. Here, thermal isomerization of the double bond has also been realized under the microwave irradiation conditions to afford the isomeric triquinanes at low temperature. These triquinane units are considered to be useful for the total synthesis of natural products and non-natural products containing fused cyclopentane rings.
 
Date 2020-10-13T06:11:46Z
2020-10-13T06:11:46Z
2020-10
 
Type Article
 
Identifier 0975-0983(Online); 0376-4699(Print)
http://nopr.niscair.res.in/handle/123456789/55465
 
Language en_US
 
Rights CC Attribution-Noncommercial-No Derivative Works 2.5 India
 
Publisher NISCAIR-CSIR, India
 
Source IJC-B Vol.59B(10) [October 2020]