Download PDF
Synfacts 2006(12): 1201-1201  
DOI: 10.1055/s-2006-955592
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Galbulimima Alkaloid 13

Contributor(s): Philip Kocienski, Thomas Snaddon
M. Movassaghi*, D. K. Hunt, M. Tjandra
Massachusetts Institute of Technology, Cambridge, USA
Further Information

Publication History

Publication Date:
22 November 2006 (online)

    Permissions and Reprints

Significance

Galbulimima alkaloid 13 is isolated from the bark of the Galbulimima belgraveana tree. Noteworthy in this synthesis are (a) a radical cyclization to synthesize the cyclopentane ring in E and (b) an enamine addition strategy to construct the strained 1-hydroxy-bicyclo[3.2.1]octane core. This work established the absolute stereo­chemistry of the target.