Concise and Stereoselective Synthesis of the N7−C25 Fragment of Psymberin
- 8 October 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 7 (23) , 5175-5178
- https://doi.org/10.1021/ol0520267
Abstract
The N7−C25 fragment of the potent and selective cytotoxic agent psymberin has been prepared through a short (12 linear steps, 15 total steps) and stereoselective sequence. Highlights of this route include a very rapid construction of the pentasubstituted arene, a substrate-controlled diastereoselective fragment coupling using a Mukaiyama aldol reaction, and an efficient entry into a key tetrahydropyranyl cyanide.Keywords
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