Table 1.

Enantioselective Synthesis of Substituted Hydroxy-Oxindole Scaffolds

entry	R	isatin	nucleophile	product	yielda	%eeb
1c	5-F	3b	11a	13b	97	98
2d	5-F	3b	11b	14b	79	87
3	5-F	3b	11c	15b	97	96
4c	4-Cl	3c	11a	13c	78	86
5d	4-Cl	3c	11b	14c	90	94
6	4-Cl	3c	11c	15c	97	99

^aIsolated yields.

^bDetermined using HPLC analysis with chiral stationary phase.

^cReaction performed at −20 °C.

^dReaction was performed using 3.0 equiv of TMSCl and 0.1 equiv of NaSbF₆ in MeCN.