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Ley SV, Cleator E, Hewitt PR. 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;1(20):3492-4doi: 10.1039/b308288a.
Ley, S. V., Cleator, E., & Hewitt, P. R. (2003). 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. Organic & biomolecular chemistry, 1(20), 3492-4. https://doi.org/10.1039/b308288a
Ley, Steven V, et al. "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." Organic & biomolecular chemistry vol. 1,20 (2003): 3492-4. doi: https://doi.org/10.1039/b308288a
Ley SV, Cleator E, Hewitt PR. 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. PMID: 14599007.
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Org Biomol Chem. 2003 Oct 21;1(20):3492-4. 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.

Organic & biomolecular chemistry

Steven V Ley, Ed Cleator, Peter R Hewitt

Affiliations

  1. Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW. [email protected]

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.

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