Direct construction of chiral quaternary dihydropyranones through highly enantioselective organocatalytic hetero-Diels–Alder reactions of olefinic azlactones. Issue 5 (10th March 2016)

• Record Type: Journal Article
• Authors: Gao, Tai-Ping; Liu, Dan; Lin, Jun-Bing; Hu, Xiu-Qin; Wang, Zhu-Yin; Xu, Peng-Fei
• Is Part Of: Organic chemistry frontiers. Volume 3:Issue 5(2016:May.)
• Page Start: 598
• Page End: 602
• Publication Date: 2016-03-10
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c6qo00018e
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : The first organocatalytic hetero-Diels–Alder reaction of an in situ generated diene with α-keto esters was reported for the construction of chiral dihydropyranones. Abstract : The first organocatalytic hetero-Diels–Alder reaction of an in situ generated diene with either α-keto esters or β, γ-unsaturated α-keto esters was successfully developed. The densely functionalized dihydropyranones with a highly congested quaternary center were readily obtained in moderate to good yields with excellent enantioselectivities under mild conditions.