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

Dongguan Albiya Energy Science and Technology Co.,Ltd

Contact:+86-769-22181286

Address:Huanan Industial Park, Dongguan,China
SHANGHAI T&W PHARMACEUTICAL CO., LTD.

website:http://www.trustwe.com

Contact:+86-21-61551413

Address:601, No. 1, 2277 Nong, Zu Chongzhi Road, Zhangjiang Hightech. Park, Pudong
Jiangsu Institute of Ecomones Co., Ltd

website:http://www.jsmone.com

Contact:+86-519-82821700

Address:95 Huanyuan N. Road, Jintan, Jiangsu, China
Water Chemical Co.,LTD

Contact:+86-21-6856-1349 523-87676172

Address:No16 . BinJiang Road . Taixing Economy Developing Area .JiangSu Province . China
Beijing Tianjia Chemical Science & Technology Co.,Ltd

Contact:86-0550-2392698

Address:No.388, Shiliang Road (East),

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