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Updated: Jan 22, 2026
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Remote-stereocontrolled (3 + 2)-annulation of pyrrolidinone-based MBH carbonates with 2-arylideneindane-1,3-diones
Rongzhen Li1,2, Changzhen Zhai1,2, Xuling Chen2
1Taizhou Research Institute, Southern University of Science and Technology, Taizhou, Zhejiang, 318014 China.
Abstract:
With the assistance of a chiral phosphine catalyst, a remote-controlled enantioselective (3 + 2)-annulation between pyrrolidinone-based Morita-Baylis-Hillman (MBH) carbonates and 2-arylideneindane-1,3-diones has been successfully realized under mild conditions. This reaction efficiently constructs chiral (spiro[cyclopenta[b]pyrrole-6,2'-inden]-3-yl)acrylates with high efficiency and enantioselectivity. Notably, the asymmetric transformation proceeds through the selective activation of the Cε and Cε' positions of the pyrrolidinone-based MBH carbonates.
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