Organic Letters p. 4387 - 4390 (2017)
Update date:2022-08-05
Topics:
Li, Yun
Zhang, Qingyu
Wang, Hongyu
Cheng, Bin
Zhai, Hongbin
A novel Pd(II)-catalyzed cascade reaction has been developed that consists of a highly regio- and stereoselective oxa [4 + 2] cycloaddition reaction of o-alkynylbenzaldehydes and an intramolecular carboxylic group quenching of the in situ generated oxonium ion. This new reaction provides a one-step construction of the tetracyclic core structure of chaetophenol C from two simple starting materials. The developed chemistry was successfully applied to the first total synthesis of chaetophenol C and dozens of its analogues.
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