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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/3942
Title: Expedient synthesis of nitrovinyl substituted bicyclo[2.2.2]octenone scaffolds
Authors: Sharma S.
Naganaboina R.T.
Peddinti, Rama Krishna
Published in: RSC Advances
Abstract: A simple and rapid oxidative acetalization and Diels-Alder protocol of nitrovinyl substituted guaiacols has been developed to synthesize nitrovinyl-bearing bicyclo[2.2.2]octenone derivatives. The electron-deficient nature of the in situ generated ortho-quinone monoketals renders [4 + 2] cycloaddition facile with electron-rich and conjugative dienophiles. The 4-alkenyl masked o-benzoquinone is relatively more reactive than its 3-alkenyl counterpart. The 3-alkenyl masked o-benzoquinone undergoes dimerization partially even in the presence of an external dienophile. © 2015 The Royal Society of Chemistry.
Citation: RSC Advances (2015), 5(121): 100060-100069
URI: https://doi.org/10.1039/c5ra20016d
http://repository.iitr.ac.in/handle/123456789/3942
Issue Date: 2015
Publisher: Royal Society of Chemistry
ISSN: 20462069
Author Scopus IDs: 56112483700
55660062300
6602375630
Author Affiliations: Sharma, S., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247 667, India
Naganaboina, R.T., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247 667, India
Peddinti, R.K., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247 667, India
Corresponding Author: Peddinti, R.K.; Department of Chemistry, Indian Institute of Technology RoorkeeIndia; email: ramakpeddinti@gmail.com
Appears in Collections:Journal Publications [CY]

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