Total Synthesis of Spirobenzylisoquinoline Alkaloids. Part III (±)-Ochrobirine
- 1 August 1973
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 51 (15) , 2457-2462
- https://doi.org/10.1139/v73-368
Abstract
The route to spirobenzylisoquinoline alkaloids through a Pictet–Spengler cyclization of a suitable 1,2-indanedione has been modified, by the introduction of a 3-bromo substituent into the indanedione, with a view to providing a general synthesis of spirobenzylisoquinoline alkaloids bearing two oxygen functions on ring C. A highly stereoselective synthesis of (±)-ochrobirine has been achieved.Keywords
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