Synfacts 2009(3): 0240-0240  
DOI: 10.1055/s-0028-1087693
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of ()-Neostenine

Contributor(s): Philip Kocienski, Arndt W. Schmidt
M. D. Lainchbury, M. I. Medley, P. M. Taylor, P. Hirst, W. Dohle, K. I. Booker-Milburn*
University of Bristol, UK
Further Information

Publication History

Publication Date:
19 February 2009 (online)

Significance

Neostenine belongs to the ­Stemona alkaloids, which are isolated from the Stemonacae plants. Extracts of these plants have been used in Chinese and Japanese folk medicine for the treatment of bronchitis, tuberculosis and parasitic infestations. In this synthesis the pyrrolo[1,2-a]azepine core is constructed by a photochemically-induced [5+2] cycloaddition.