The Synthesis and Acid Induced Cycloaromatization of a Dienediyne Analog of Neocarzinostatine Chromophore
- 1 January 1994
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1994 (01) , 51-53
- https://doi.org/10.1055/s-1994-22735
Abstract
Dienediyne 17 was synthesized from the monoprotected diyne 12 and the earlier described cyclopentanone-based bis(enoltriflate) 11 through Pd(0)/Cu(I) catalyzed coupling reactions (6 steps from o-bromo benzaldehyde). Treatment of 17 with camphor sulphonic acid, EtSH, and 1,4-cyclohexadiene at 37°C furnished 31 % of the cyclopenta[b]phenanthrene 18 through a cycloaromatization.Keywords
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