Haibo Tan, Hongxin Liu, Xinzheng Chen, Huiyu Chen and Shengxiang Qiu
Org. Biomol. Chem., 2015,13, 9977-9983
DOI:
10.1039/C5OB01636C,
Paper
An efficient approach towards the first racemic total synthesis of dactyloidin (2) and demethyldactyloidin (3) is described. Their oxygen-bridged tricyclic ketal systems were rapidly constructed by using a remarkable biomimetic Knoevenagel condensation/[4 + 2] cycloaddition cascade as the critical strategy and the 1,5-dicarbonyl segment was assembled by Grignard addition.
![Graphical abstract: Racemic total synthesis of dactyloidin and demethyldactyloidin through the dl-proline-catalyzed Knoevenagel condensation/[4 + 2] cycloaddition cascade](/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=C5OB01636C "Graphical abstract")
