Remote Stereocontrolled Construction of Vicinal Axially Chiral Tetrasubstituted Allenes and Heteroatom-Functionalized Quaternary Carbon Stereocenters

Zhang, Pei1; Huang, Qiuhong1; Cheng, Yuyu2,3; Li, Rongshi1; Li, Pengfei2,3; Li, Wenjun1

2019-01-18

10.1021/acs.orglett.8b03801

ORGANIC LETTERS   影响因子和分区

1523-7060

1523-7052

The direct diastereo- and enantioselective 1,8-conjugate additions of thiazolones and azlactones, respectively, to para-quinone methides generated in situ from propargylic alcohols have been achieved in the presence of chiral phosphoric acids. The remote stereocontrolled activation protocol provides an efficient and facile approach for the construction of vicinal axially chiral tetrasubstituted allenes and heteroatom-functionalized quaternary carbon stereocenters, which expands the synthetic potential of chiral phosphoric acids.

SCI ; IC ; CCR

英语

NI期刊

通讯

Shenzhen Nobel Prize Scientists Laboratory Project[C17783101]

Chemistry

Chemistry, Organic

WOS:000456633000034

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
3.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China

Zhang, Pei,Huang, Qiuhong,Cheng, Yuyu,et al. Remote Stereocontrolled Construction of Vicinal Axially Chiral Tetrasubstituted Allenes and Heteroatom-Functionalized Quaternary Carbon Stereocenters[J]. ORGANIC LETTERS,2019,21(2):503-507.

Zhang, Pei,Huang, Qiuhong,Cheng, Yuyu,Li, Rongshi,Li, Pengfei,&Li, Wenjun.(2019).Remote Stereocontrolled Construction of Vicinal Axially Chiral Tetrasubstituted Allenes and Heteroatom-Functionalized Quaternary Carbon Stereocenters.ORGANIC LETTERS,21(2),503-507.

Zhang, Pei,et al."Remote Stereocontrolled Construction of Vicinal Axially Chiral Tetrasubstituted Allenes and Heteroatom-Functionalized Quaternary Carbon Stereocenters".ORGANIC LETTERS 21.2(2019):503-507.