Thermodynamically Controlled 1,3-Asymmetric Induction in an Acyclic System: Equilibration of α-Amino Nitriles Derived from α-Alkylbenzylamines and Aldehydes

DOI: 10.1021/jo00003a061

Source and publish data:

Journal of Organic Chemistry p. 1274 - 1279 (1991)

Update date:2022-08-03

Topics:

Authors:

Inaba, Takashi

Fujita, Makoto

Ogura, Katsuyuki

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00003a061

Acyclic α-amino nitriles 1, derived from α-alkylbenzylamines 3 and aldehydes 4 via a Strecker-type reaction, readily epimerize in MeOH at the newly emerged asymmetric center α to the cyano group.The equilibrium diastereomeric ratio <(R*,R*)-1>:<(R*,S*)-1>

Full text of DOI:10.1021/jo00003a061

Products guided by the article

Product name:2-<(2-methyl-1-phenylpropyl)amino>propanenitrile

Cas No:131703-42-9

R&D Labs maybe for 131703-42-9

EGBERT CORPORATION

Contact:+86 18616952870

Address:Area
Suqian Ruixing Chemical Co., Ltd.

Contact:+86-527-80805666（总机）;84836008(销售)

Address:3 Jingsilu, Zone north, Hubin Xincheng Development Park, Suqian, China
Zhongshan Haihong Medicine Co., Ltd.

Contact:86-0760-86925778 （0）18824993998

Address:A7 building,lianyuan road Torch Hi-tech Industrial Development Zone
Ningbo J&S Botanics Inc.

Contact:86-574-26865651

Address:529 YuanBaoShan Road, Beilun District
MiHecb Bio-Tech Co., Ltd.

Contact:+86-0592 5353131

Address:No.56 Guani Road Software Park 2,Siming District

Relevant to this article

Structure-activity relationships of GHRP-6 azapeptide ligands of the CD36 Scavenger Receptor by solid-phase submonomer azapeptide synthesis

Doi:10.1021/ja203007u
(2011)
Synthesis of (R)-4-Hydroxy-2-(1,3-dithian-2-ylmethyl)cyclopent-2-en-1-one, a Chiral Prostaglandin E₂ Synthon , from D-Glucose

Doi:10.1039/c39830000391
(1983)
Synthetic studies on the 1-hydroxy nortropane system: An approach to Calystegines.

Doi:10.1016/S0040-4039(00)97495-1
(1990)
Palladium-Catalyzed Cascade Saegusa–Heck Reaction: Synthesis of β,β-Diarylacroleins from Arylpropanals and Aryl Iodides

Doi:10.1002/ejoc.201701025
(2017)
Enhanced Enantioselectivity of an Enzymatic Reaction by the Sulfur Functional Group. A Simple Preparation of Optically Active β-Hydroxy Nitriles Using a Lipase

Doi:10.1021/jo00004a033
(1991)
L-proline-catalyzed synthesis of novel 5-(1H-indol-3-yl-methylene)- thiazolidine-2,4-dione derivatives as potential antihyperglycemic agents

Doi:10.1080/00397911.2010.515352
(2011)

Article Doi