Organocatalytic Remote Stereocontrolled 1,8-Additions of Thiazolones to Propargylic Aza-p-quinone Methides

Zhang, Lili1; Han, Yuzhe2,3; Huang, Anqi1; Zhang, Pei1; Li, Pengfei2,3; Li, Wenjun1

2019-09-20

10.1021/acs.orglett.9b02726

ORGANIC LETTERS   影响因子和分区

1523-7060

1523-7052

A remote stereocontrolled 1,8-conjugate addition of thiazolones to propargylic aza-p-quinone methides formed from propargylic alcohols has been developed with the aid of a chiral phosphoric acid, and this represents the first report on organocatalytic stereocontrolled 1,8-addition of propargylic aza-p-quinone methides. Notably, the remote stereocontrolled activation protocol enables the construction of vicinal sulfur-containing quaternary carbon stereocenters and axially chiral tetrasubstituted allenes and promotes the chemistry of chiral phosphoric acids.

SCI ; IC ; CCR

英语

NI期刊

通讯

Shenzhen Innovation of Science and Technology Commission[JCYJ20170817110526264] ; Shenzhen Innovation of Science and Technology Commission[ZDSYS201802081843490]

Chemistry

Chemistry, Organic

WOS:000487577200048

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
3.Southern Univ Sci & Technol, Shenzhen Key Lab Marine Archaea Geoom, Shenzhen 518055, Peoples R China

Zhang, Lili,Han, Yuzhe,Huang, Anqi,et al. Organocatalytic Remote Stereocontrolled 1,8-Additions of Thiazolones to Propargylic Aza-p-quinone Methides[J]. ORGANIC LETTERS,2019,21(18):7415-7419.

Zhang, Lili,Han, Yuzhe,Huang, Anqi,Zhang, Pei,Li, Pengfei,&Li, Wenjun.(2019).Organocatalytic Remote Stereocontrolled 1,8-Additions of Thiazolones to Propargylic Aza-p-quinone Methides.ORGANIC LETTERS,21(18),7415-7419.

Zhang, Lili,et al."Organocatalytic Remote Stereocontrolled 1,8-Additions of Thiazolones to Propargylic Aza-p-quinone Methides".ORGANIC LETTERS 21.18(2019):7415-7419.