2015•Chemistry - A European JournalRequires access

Direct Catalytic Asymmetric Mannich‐Type Reaction of α‐N3 Amide

Zhongdong Sun, Karin Weidner, Naoya Kumagai, Masakatsu Shibasaki

Open publisher page 52 citations

Abstract

An α-N3 7-azaindoline amide serves as a latent enolate to directly engage in an asymmetric Mannich-type reaction with N-thiophosphinoyl imines by the action of a cooperative catalyst. The thus-obtained highly enantioenriched anti-adduct was transformed into β-amino-α-azido acid in high yield by simple acidic treatment.

About this research paper

What this paper is about

An α-N3 7-azaindoline amide serves as a latent enolate to directly engage in an asymmetric Mannich-type reaction with N-thiophosphinoyl imines by the action of a cooperative catalyst. The thus-obtained highly enantioenriched anti-adduct was transformed into β-amino-α-azido acid in high yield by simple acidic treatment.

Why it matters

OpenAlex reports 52 citations for this work. Citation counts describe recorded attention and do not establish research quality.

Key contribution

A contribution statement is not available in the OpenAlex record.

Method / approach

Method details are not available in the OpenAlex metadata.

Main findings

Findings are not separately available in the OpenAlex metadata.

Limitations

Limitations are not available in the OpenAlex metadata.

Applications

Application details are not available in the OpenAlex metadata.

Available abstract

An α-N3 7-azaindoline amide serves as a latent enolate to directly engage in an asymmetric Mannich-type reaction with N-thiophosphinoyl imines by the action of a cooperative catalyst. The thus-obtained highly enantioenriched anti-adduct was transformed into β-amino-α-azido acid in high yield by simple acidic treatment.

Key concepts: Amide, Mannich reaction, Catalysis, Adduct, Chemistry, Yield (engineering), Organic chemistry, Combinatorial chemistry

Related papers

Back to paper searchBrowse research topicsOriginal source
Direct Catalytic Asymmetric Mannich‐Type Reaction of α‐N3 Amide — Research Paper | ScholarLens