Catalytic Asymmetric [4+2] Cyclization of Hydroxyphenyl Indolinone with Azlactone to Construct Spirooxindole δ-Lactone

Xuerui Wang; Weiwu Ren

doi:10.1002/cjoc.202400777

Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (24) : 3362 -3366. DOI: 10.1002/cjoc.202400777

Concise Report

Catalytic Asymmetric [4+2] Cyclization of Hydroxyphenyl Indolinone with Azlactone to Construct Spirooxindole δ-Lactone

Xuerui Wang ¹
, Weiwu Ren ¹^,²^,^†

Author information +

History +

PDF

Abstract

Comprehensive Summary:An efficient asymmetric [4+2] cyclization of hydroxyphenyl indolinone with azlactone for the synthesis of spirooxindole δ-lactone has been developed, which realized the first asymmetric reaction of hydroxyphenyl indolinone. A series of intricate structures with congested vicinal quaternary chiral centers were provided in good yields with excellent enantioselectivities via the in situ generated o-QM from hydroxyphenyl indolinone.

Keywords

Asymmetric synthesis / Hydroxyphenyl indolinone / Azlactone / Spirooxindole δ-lactone / Quaternary stereocenter

Cite this article

Download citation ▾

Xuerui Wang, Weiwu Ren. Catalytic Asymmetric [4+2] Cyclization of Hydroxyphenyl Indolinone with Azlactone to Construct Spirooxindole δ-Lactone. Chinese Journal of Chemistry, 2024, 42(24): 3362-3366 DOI:10.1002/cjoc.202400777