Organocatalytic β,-Selective Activation of Deconjugated Butenolides Access to Chiral Tricyclic Chroman-butyrolactones

Zheng，Yangqing1; Jiang，Weichao1; Tan，Jingbo1; Yan，Juzhang1; Zhan，Ruoting1; Huang，Huicai1,2

2021

10.1021/acs.joc.1c01449

JOURNAL OF ORGANIC CHEMISTRY   影响因子和分区

0022-3263

1520-6904

A highly efficient method for the β,γ-selective activation of deconjugated butenolides has been developed through an organocatalytic asymmetric vinylogous cascade reaction. This protocol enables the construction of a broad range of substituted tricyclic chroman-butyrolactones by vinylogous Michael/oxa-Michael pathways in good yield (up to 89%) with good to high enantioselectivity (up to 97:3 er) and excellent diastereoselectivity. The ring-opening esterification of butyrolactones was also demonstrated.

SCI ; EI

英语

通讯

WOS:000697353500032

20213810901698

Chemistry ; Organic compounds

Chemistry:801 ; Chemical Products Generally:804 ; Organic Compounds:804.1

CHEMISTRY

2-s2.0-85114888584

Scopus

1.Key Laboratory of Chinese Medicinal Resource from Lingnan,Ministry of Education,Guangzhou University of Chinese Medicine,Guangzhou,510006,China
2.Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen,518055,China

Zheng，Yangqing,Jiang，Weichao,Tan，Jingbo,et al. Organocatalytic β,-Selective Activation of Deconjugated Butenolides Access to Chiral Tricyclic Chroman-butyrolactones[J]. JOURNAL OF ORGANIC CHEMISTRY,2021,86:12821-12830.

Zheng，Yangqing,Jiang，Weichao,Tan，Jingbo,Yan，Juzhang,Zhan，Ruoting,&Huang，Huicai.(2021).Organocatalytic β,-Selective Activation of Deconjugated Butenolides Access to Chiral Tricyclic Chroman-butyrolactones.JOURNAL OF ORGANIC CHEMISTRY,86,12821-12830.

Zheng，Yangqing,et al."Organocatalytic β,-Selective Activation of Deconjugated Butenolides Access to Chiral Tricyclic Chroman-butyrolactones".JOURNAL OF ORGANIC CHEMISTRY 86(2021):12821-12830.