Diastereoselective addition of chiral aliphatic imines and 2-alkyl-1,3-oxazolidines to organometallic reagents

DOI: 10.1248/cpb.43.722

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 722 - 728 (1995)

Update date:2022-07-30

Topics: Mechanisms Examples

Authors:

Higashiyama

Fujikura

Takahashi

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

Article abstract of DOI:10.1248/cpb.43.722

The reaction of organocerium reagents with chiral aliphatic imines derived from (R)-O-methylphenylglycinol afforded the corresponding amines with high diastereoselectivity. In contrast, the reaction of Grignard reagents with chiral 2-alkyl-1,3-oxazolidines derived from (R)-N-methylphenylglycinol afforded the amines with changeover in diastereoselectivity.

Full text of DOI:10.1248/cpb.43.722

NII-Electronic Library Service

Products guided by the article

Product name:(2R,4R)-2-ethyl-N-methyl-4-phenyl-1,3-oxazolidine

Cas No:171030-42-5

R&D Labs maybe for 171030-42-5

PharmOrgsyn

Contact:+86-21-38228826

Address:Room 505 Building 2, No 3377 Kangxin Highway, Shanghai, Republic China
Changzhou Jiana Chemical Co.,Ltd

website:http://www.jianachem.com

Contact:86-0519-88731808

Address:Zhenglu Town Wujin City, Jiangsu Province
Luoyang Aoda chemical Co.,Ltd.

Contact:+86-379-67518785 67516588

Address:MiaoWan industry district,YanShi City,Henan,China
Shanghai PuYi Chem-Tech Co.,Ltd.

Contact:+86-21-57687505-227

Address:3 Floor, Building 11, No 201 MinYi Road, Songjiang District, Shanghai 201612, China
Airsea(Taizhou) Pharmaceutical Limited(expird)

Contact:+86-576-88057622

Address:Dubei, Duqiao, Linhai, Taizhou, Zhejiang, China Zip: 317016

Relevant to this article

Synthesis of Optically Active Butenolides and γ-Lactones by the Sharpless Asymmetric Dihydroxylation of β,γ-Unsaturated Carboxylic Esters

Doi:10.1002/anie.199727501
(1997)
Asymmetric synthesis of 3,5-bis(isopropyloxy)-4-methoxyphenyl glycine by way of a diastereoselective Strecker reaction and an Evans electrophilic amination reaction

Doi:10.1016/S0957-4166(98)00312-7
(1998)
Synthesis of lennoxamine via the intramolecular cyclization of alkynylamide

Doi:10.1248/cpb.43.1604
(1995)
Doi:10.1021/jo01273a054
(1968)
Rosin-based porous heterogeneous catalyst functionalized with hydroxyl groups and triazole groups for CO₂ chemical conversion under atmospheric pressure condition

Doi:10.1016/j.reactfunctpolym.2021.104976
(2021)
Synthesis of aminocyclitols by intramolecular reductive coupling of carbohydrate derived δ- and ε-functionalized oxime ethers promoted by tributyltin hydride or samarium diiodide

Doi:10.1021/jo970987w
(1997)

Article Doi