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Regioselective synthesis of 1-methylbicyclo[2.2.2]octene derivatives

Rao, Subba GSR and Vijaybhaskar, K and Srikrishna, A (1986) Regioselective synthesis of 1-methylbicyclo[2.2.2]octene derivatives. In: Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 25B (8). pp. 785-786.

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1-Methylbicyclo[2.2.2]octenecarboxylic acids are prepd. by the cycloaddn. of dienophiles to 1-methylcyclohexa-1,3-diene-3-carboxylic acid $(I, R = H, R1 = CO2H)$ and 1-methylcyclohexa-1,3-diene-2-carboxylic acid $(I, R = CO2H, R1 = H)$. The addn. is regiospecific with $I (R = H, R1 = CO_2H)$ while poor regioselectivity is obsd. with $I (R = CO2H, R1 = H)$. Me esters of I are less reactive.

Item Type: Journal Article
Additional Information: copyright to this article belongs to National Institute of Science Communication and Information Resources,CSIR.
Keywords: Regioselective synthesis;methylbicyclo octene;octene derivatives
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Mr Naveen Mathad
Date Deposited: 18 Jun 2008
Last Modified: 27 Aug 2008 13:28
URI: http://eprints.iisc.ac.in/id/eprint/14378

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