Multicomponent reactions involving tricyclooxonium ylide intermediate: diastereoselective synthesis of mono- and bisalkoxyoctahydro-1,4-benzodioxocin-6(5H)-one frameworks

Sengodagounder Muthusamy; Janagiraman Krishnamurthi; Eringathodi Suresh

doi:10.1039/B613008A

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Multicomponent reactions involving tricyclooxonium ylide intermediate: diastereoselective synthesis of mono- and bisalkoxyoctahydro-1,4-benzodioxocin-6(5H)-one frameworks†

Sengodagounder Muthusamy,*^a Janagiraman Krishnamurthi^a and Eringathodi Suresh^b

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* Corresponding authors

^a School of Chemistry, Bharathidasan University, Tiruchirappalli, Tamilnadu, India
E-mail: muthu@bdu.ac.in
Fax: +91-431-2407043
Tel: +91-431-2407053

^b Central Salt & Marine Chemicals Research Institute, Bhavnagar, Gujarat, India

Abstract

A highly diastereoselective tandem ring-enlargement and aldol condensation process involving multicomponent reactions of ethereal tricyclooxonium ylide intermediate with alcohols, mono- or dialdehydes in the presence of titanium(IV) isopropoxide is described to furnish alkoxyoctahydro-1,4-benzodioxocin-6(5H)-one ring systems.

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DOI: https://doi.org/10.1039/B613008A
Article type: Communication
Submitted: 08 Sep 2006
Accepted: 03 Nov 2006
First published: 24 Nov 2006

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Chem. Commun., 2007, 861-863

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Multicomponent reactions involving tricyclooxonium ylide intermediate: diastereoselective synthesis of mono- and bisalkoxyoctahydro-1,4-benzodioxocin-6(5H)-one frameworks

S. Muthusamy, J. Krishnamurthi and E. Suresh, Chem. Commun., 2007, 861 DOI: 10.1039/B613008A

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Chemical Communications

Multicomponent reactions involving tricyclooxonium ylide intermediate: diastereoselective synthesis of mono- and bisalkoxyoctahydro-1,4-benzodioxocin-6(5H)-one frameworks†

Abstract

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Multicomponent reactions involving tricyclooxonium ylide intermediate: diastereoselective synthesis of mono- and bisalkoxyoctahydro-1,4-benzodioxocin-6(5H)-one frameworks

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