Organocatalyzed Asymmetric Conjugate Addition of Cyclic β‐Keto Esters to (<i>E</i>)‐β‐Nitroacrylate Derivatives

A diaminomethylenemalononitrile organocatalyst efficiently promoted the asymmetric conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives, yielding the corresponding β-nitro esters derivatives with excellent enantioselectivities (up to >99 % ee). This is the first successful example of highly stereoselective conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives to obtain anti-isomers.

Authors

Institutions

Publication Details

Journal
Chemistry - An Asian Journal
Published
2024-10-14
DOI
https://doi.org/10.1002/asia.202401029
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

Organocatalyzed Asymmetric Conjugate Addition of Cyclic β‐Keto Esters to (E)‐β‐Nitroacrylate Derivatives

Kosuke Nakashima, Y. Iijima, Tsuyoshi Miura, Shin‐ichi Hirashima et al.
Chemistry - An Asian Journal
Asymmetric Synthesis and Catalysis
article

Organocatalyzed Asymmetric Conjugate Addition of Cyclic β‐Keto Esters to (E)‐β‐Nitroacrylate Derivatives

Kosuke Nakashima, Y. Iijima, Tsuyoshi Miura, Shin‐ichi Hirashima, Yasuyuki Matsushima, Chinatsu Tanabe
article en

Abstract

A diaminomethylenemalononitrile organocatalyst efficiently promoted the asymmetric conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives, yielding the corresponding β-nitro esters derivatives with excellent enantioselectivities (up to >99 % ee). This is the first successful example of highly stereoselective conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives to obtain anti-isomers.

Chemistry - An Asian JournalVol. 20(1)
Tokyo University of Pharmacy and Life Sciences (JP)
Openalex Percentile: Top 87%
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.