Chemoselective 1,3-Dipolar Cycloaddition Reactions of Rhodium(II)-Generated Isomünchnones with 1,4-Quinones: Synthesis of Novel Azapolycycles

Vijay Nair; V. Santhi; K. C. Sheela; K. V. Radhakrishnan; Nigam P. Rath

doi:10.1055/s-2003-40529

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Chemoselective 1,3-Dipolar Cycloaddition Reactions of Rhodium(II)-Generated Isomünchnones with 1,4-Quinones: Synthesis of Novel Azapolycycles []

Vijay Nair*^a, V. Santhi^a, K. C. Sheela^a, K. V. Radhakrishnan^a, Nigam P. Rath^b
^a Organic Chemistry Division, Regional Research Laboratory (CSIR), Trivandrum 695 019, India
Fax: 91(471)2491712; e-Mail: vijaynair_2001@yahoo.com ; e-Mail: gvn@csrrltrd.ren.nic.in;
^b Department of Chemistry, University of Missouri, St. Louis, MO 63121-4499, USA

Abstract

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Abstract

The formation of the hybrid skeletons of oxoprotoberberines and quinonoid natural products is achieved by the cycloaddition of isomünchnones with 1,4-quinones, followed by BF₃˙OEt₂-catalyzed transformation of the adducts.

Key words

hybrid compounds - oxoprotoberberines - isomünchnones - 1,4-quinones - cycloaddition

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References

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