A rapid stereocontrolled synthesis of the 3a-hydroxy-pyrrolo[2,3-b]indole skeleton, a building block for 10b-hydroxy-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-diones

Steven V Ley; Ed Cleator; Peter R Hewitt

doi:10.1039/b308288a

A rapid stereocontrolled synthesis of the 3a-hydroxy-pyrrolo[2,3-b]indole skeleton, a building block for 10b-hydroxy-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-diones

Org Biomol Chem. 2003 Oct 21;1(20):3492-4. doi: 10.1039/b308288a.

Authors

Steven V Ley¹, Ed Cleator, Peter R Hewitt

Affiliation

¹ Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW. svl1000@cam.ac.uk

PMID: 14599007
DOI: 10.1039/b308288a

Abstract

A two-step selenocyclisation-oxidative deselenaton sequence was used to establish the 3a-hydroxy-pyrrolo[2,3-b]indole core; these tricycles were used as effective precursors to 10b-hydroxy-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-diones.