Facile asymmetric construction of a functionalized dodecahydrobenz[a]indolo[3,2-h]quinolizine template

Allin, Steven M., Duffy, Liam J., Towler, Joannah M.R., Bulman Page, Philip, Elsegood, Mark R.J. and Saha, Basu (2009) Facile asymmetric construction of a functionalized dodecahydrobenz[a]indolo[3,2-h]quinolizine template. Tetrahedron, 65 (49). pp. 10230-10234.

Full text not available from this repository. (Request a copy)

Abstract

We report a highly diastereoselective approach for the synthesis of a functionalized dodecahydrobenz[a]indolo[3,2-h]quinolizine ring system that is present as the heterocyclic core of the manadomanzamine alkaloids. We have achieved complete control over the relative and absolute stereochemistries at the three contiguous stereocentres at ring positions 1, 10 and 24 in only two linear synthetic steps. The introduction of useful functionality to the heterocyclic skeleton is significant as this may allow for future derivatization, and application of this route in an asymmetric synthesis of the manadomanzamine natural products.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
Related URLs:
Depositing User: Rachel Smith
Date Deposited: 22 Mar 2011 12:18
Last Modified: 11 Feb 2019 15:30
URI: https://ueaeprints.uea.ac.uk/id/eprint/26844
DOI: 10.1016/j.tet.2009.09.097

Actions (login required)

View Item