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Design of a Binaphthyl-Based Axially Chiral Amino Acid as an Organocatalyst for Direct Asymmetric Aldol Reactions.

✍ Scribed by Taichi Kano; Osamu Tokuda; Jun Takai; Keiji Maruoka


Publisher
John Wiley and Sons
Year
2006
Weight
43 KB
Volume
37
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES


A Designer Axially Chiral Amino Sulfonam
✍ Taichi Kano; Yukako Yamaguchi; Keiji Maruoka πŸ“‚ Article πŸ“… 2009 πŸ› John Wiley and Sons 🌐 English βš– 365 KB πŸ‘ 1 views

## Abstract **Amino sulfonamide catalyst**: A distal proton of the axially chiral amino sulfonamide (__S__)‐**1** realized the opposite diastereoselectivity in Mannich and cross‐aldol reactions compared with that observed in proline‐catalyzed reactions. The reactions catalyzed by (__S__)‐**1** proc

A Designer Axially Chiral Amino Sulfonam
✍ Taichi Kano; Yukako Yamaguchi; Keiji Maruoka πŸ“‚ Article πŸ“… 2009 πŸ› John Wiley and Sons 🌐 English βš– 266 KB πŸ‘ 1 views

## Abstract **The moderate nucleophilicity** of the axially chiral amino sulfonamide (__S__)‐**1** suppresses the problematic side reactions, including aldol reactions, in the asymmetric Mannich reaction of N‐Boc‐protected imines with aldehydes. The corresponding adducts are obtained in good yield