Importance of steric factors in face-selective cycloadditions:1,6-annulated cyclohexa-1,3-dienes

Lahiri, Saswati and Yadav, Somnath and Chanda, Mithu and Chakraborty, Indrajit and Chowdhury, Krishna and Mukherjee, Monika and Choudhury, Angshuman Roy and Row, Tayur Guru N (2005) Importance of steric factors in face-selective cycloadditions:1,6-annulated cyclohexa-1,3-dienes. In: Tetrahedron Letters, 46 (47). pp. 8133-8136.

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Abstract

Diastereotopically nonequivalent \pi-facial1,6-annulated-1,3-cyclohexadienes have been explored as probe molecules to assess the face-selectivities in cycloadditions. Steric factors have been found to be important in controlling the face-selectivities with these dienes. Studies with the hither to unexplored diene 5 were also consistent with the order C-H > C-C for hyperconjugative stabilization of the transition state.

Item Type:	Journal Article
Publication:	Tetrahedron Letters
Publisher:	Elsevier Science Ltd
Additional Information:	Copyright for this article belongs to Elsevier.
Keywords:	Cycloaddition;pi-Facial selectivity;Annulated cyclohexadienes
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	14 Feb 2007
Last Modified:	16 Jan 2013 11:13
URI:	http://eprints.iisc.ac.in/id/eprint/4358

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