Asymmetric organocatalytic (3 + 2) annulation of propargylic alcohols with indolylnaphthalenols: synergistic construction of axial and central chirality. Issue 1 (16th November 2022)

• Record Type: Journal Article
• Authors: Xia, Yan; Liu, Meiwen; Qian, Chenxiao; Li, Pengfei; Dong, Mingxin; Li, Wenjun
• Is Part Of: Organic chemistry frontiers. Volume 10:Issue 1(2023)
• Page Start: 30
• Page End: 34
• Publication Date: 2022-11-16
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo01625g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Organocatalytic enantioselective construction of chiral spiro N, N -acetal carbon stereocenters and axially chiral 3-arylindoles has been achieved in one pot. Abstract : Organocatalytic enantioselective construction of chiral spiro N, N -acetal carbon stereocenters and axially chiral 3-arylindoles has been achieved via a chiral phosphoric acid (CPA)-catalyzed (3 + 2) annulation of α-(3-isoindolinonyl) propargylic alcohols with 1-(3-indolyl)naphthalen-2-ols, affording a broad scope of pyrrolo[1, 2- a ]indoles bearing both enantioenriched spiro isoindolinone-indoline and atropisomeric naphthalenol frameworks. Based on control experiments and our previous work, a possible mechanism was proposed accordingly.