Design of an Axially Chiral Amino Acid with a Binaphthyl Backbone as an Organocatalyst for a Direct Asymmetric Aldol Reaction.
β Scribed by Taichi Kano; Jun Takai; Osamu Tokuda; Keiji Maruoka
- Publisher
- John Wiley and Sons
- Year
- 2005
- Weight
- 20 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0931-7597
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π SIMILAR VOLUMES
## Abstract **Amino sulfonamide catalyst**: A distal proton of the axially chiral amino sulfonamide (__S__)β**1** realized the opposite diastereoselectivity in Mannich and crossβaldol reactions compared with that observed in prolineβcatalyzed reactions. The reactions catalyzed by (__S__)β**1** proc
## Abstract **The moderate nucleophilicity** of the axially chiral amino sulfonamide (__S__)β**1** suppresses the problematic side reactions, including aldol reactions, in the asymmetric Mannich reaction of NβBocβprotected imines with aldehydes. The corresponding adducts are obtained in good yield