Abstract
A new synthesis of 3,3'-bioxindoles is reported that is well suited for the preparation of unsymmetrical structures. In the key step, 3-hydroxy-3,3'-bioxindoles are constructed by Mukaiyama aldol reaction of 2-siloxyindoles with isatins. These tertiary carbinols are formed in high diastereoselectivities, with substitution at various positions of the isatin and the 2-siloxyindole being tolerated.
Publication types
-
Research Support, N.I.H., Extramural
-
Research Support, Non-U.S. Gov't
-
Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
-
Aldehydes / chemistry*
-
Indoles / chemical synthesis*
-
Indoles / chemistry
-
Isatin / chemistry*
-
Ketones / chemistry*
-
Organosilicon Compounds / chemistry*
-
Stereoisomerism
-
Substrate Specificity
Substances
-
Aldehydes
-
Indoles
-
Ketones
-
Organosilicon Compounds
-
Isatin