Enantioselective dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita–Baylis–Hillman carbonates. Issue 62 (15th July 2019)

• Record Type: Journal Article
• Authors: Yang, Xin-He; Li, Jian-Ping; Wang, Dong-Chao; Xie, Ming-Sheng; Qu, Gui-Rong; Guo, Hai-Ming
• Is Part Of: Chemical communications. Volume 55:Issue 62(2019)
• Page Start: 9144
• Page End: 9147
• Publication Date: 2019-07-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc04542b
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The phosphine-catalyzed asymmetric dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived MBH carbonates or allenoates was developed. Abstract : The phosphine-catalyzed asymmetric dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita–Baylis–Hillman (MBH) carbonates or allenoate was developed. The reaction with MBH carbonates resulted in a series of cyclopentabenzofurans containing three contiguous stereocenters with good to high yields, diastereoselectivities and enantioselectivities. The use of allenoate also gave the target product with moderate enantioselectivity.