title: An NHC-catalyzed in situ activation strategy to β-functionalize saturated carboxylic acid: an enantioselective formal [3+2] annulation for spirocyclic oxindolo-γ-butyrolactones.
abstract: An in situ NHC-catalyzed activation strategy to β-functionalize saturated carboxylic acid was developed. This asymmetric formal [3+2] annulation could deliver spirocyclic oxindolo-γ-butyrolactones from saturated carboxylic acid and isatin in good yields with high to excellent enantioselectivities. The easy availability of the starting materials, direct installation of functional units at unreactive carbon atom and the convergent assembly make this protocol attractive in the field of organic synthesis.
authors: School of Chemistry and Chemical Engineering, Jiangsu Key Lab of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116 (P.R. China).
authors: Yuanwei
authors: Y
authors: Xie
authors: Chenxia
authors: C
authors: Yu
authors: Tuanjie
authors: T
authors: Li
authors: Shujiang
authors: S
authors: Tu
authors: Changsheng
authors: C
authors: Yao
mesh_terms: D015107:4-Butyrolactone / Q000737:chemistry*; D002243:Carbolines / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D000078183:Oxindoles; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002243:Carbolines; D002264:Carboxylic Acids; D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; D015107:4-Butyrolactone; C100106:dicarbine
keywords: N-heterocyclic carbine; annulation; beta-functionalization; organocatalysis; spirocyclic oxindole