Synthesis based on cyclohexadienes. Part 34. A tandem cationic rearrangement–ene cyclisation route to 2-pupukeanone

P. John Biju; Krishna Kaliappan; M. S. Laxmisha; G. S. R. Subba Rao

doi:10.1039/B003409F

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Synthesis based on cyclohexadienes. Part 34.¹ A tandem cationic rearrangement–ene cyclisation route to 2-pupukeanone

P. John Biju,^a Krishna Kaliappan,^a M. S. Laxmisha^a and G. S. R. Subba Rao*^a

Author affiliations

* Corresponding authors

^a Department of Organic Chemistry, Indian Institute of Science, Bangalore, India

Abstract

A new strategy for the construction of the isotwistane skeleton is reported from easily available cyclohexadienes, which involves a one-pot cationic skeletal rearrangement and ene cyclisation of a bicyclo[2.2.2]octenone derivative and a cationic rearrangement of a tricyclo[5.3.0.0^4,8]decane to a [4.3.1.0^3,7]decane skeleton as the key steps in the synthesis of 2-pupukeanone.

Download options Please wait...

Article information

DOI: https://doi.org/10.1039/B003409F
Article type: Paper
Submitted: 27 Apr 2000
Accepted: 04 Sep 2000
First published: 19 Oct 2000

Download Citation

J. Chem. Soc., Perkin Trans. 1, 2000, 3714-3718

Permissions

Request permissions