Catalytic Asymmetric Addition of Acetonitrile to Aryl Alkyl Ketimines for the Construction of Tetrasubstituted Stereogenic Centers

Nonactivated ketimines remain challenging electrophiles in catalytic asymmetric Mannich-type reactions with simple acetonitrile as a pronucleophile. This study reports a direct catalytic asymmetric addition of acetonitrile to aryl alkyl ketimines enabled by a pincer-type Ni(II) catalyst. The reaction affords β-aminonitriles bearing tetrasubstituted stereogenic centers in good yields and with high enantioselectivities, and the products can be readily transformed into diverse chiral amine derivatives.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2026-06-08
DOI
https://doi.org/10.1021/acs.orglett.6c02043
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Catalytic Asymmetric Addition of Acetonitrile to Aryl Alkyl Ketimines for the Construction of Tetrasubstituted Stereogenic Centers

Masakatsu Shibasaki, Akira Saito, Asim Kumar Ghosh
Organic Letters
Asymmetric Synthesis and Catalysis
article

Catalytic Asymmetric Addition of Acetonitrile to Aryl Alkyl Ketimines for the Construction of Tetrasubstituted Stereogenic Centers

Masakatsu Shibasaki, Akira Saito, Asim Kumar Ghosh
article en

Abstract

Nonactivated ketimines remain challenging electrophiles in catalytic asymmetric Mannich-type reactions with simple acetonitrile as a pronucleophile. This study reports a direct catalytic asymmetric addition of acetonitrile to aryl alkyl ketimines enabled by a pincer-type Ni(II) catalyst. The reaction affords β-aminonitriles bearing tetrasubstituted stereogenic centers in good yields and with high enantioselectivities, and the products can be readily transformed into diverse chiral amine derivatives.

Organic Letters
Microbial Chemistry Research Foundation (JP)
Openalex Percentile: Top 11%
Asymmetric Synthesis and Catalysis
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.

Catalytic Asymmetric Addition of Acetonitrile to Aryl Alkyl Ketimines for the Construction of Tetrasubstituted Stereogenic Centers — Masakatsu Shibasaki, Akira Saito, et al. · Organic Letters (2026) | TGRS Research Map | TGRS