Asymmetric Synthesis of 3-Substituted 2-exo-Methylenecyclohexanones via 1,5-Diastereoselection by Using a Chiral Amine

DOI: 10.1021/jo00289a003

Source and publish data:

Journal of Organic Chemistry p. 408 - 410 (1990)

Update date:2022-08-05

Topics:

Authors:

Tamura, Rui

Watabe, Ken-ichiro

Katayama, Hitoshi

Suzuki, Hitomi

Yamamoto, Yukio

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

Article abstract of DOI:10.1021/jo00289a003

(S)-2-((2-(Methoxymethyl)-1-pyrrolidinyl)methyl)-2-cyclohexen-1-one (2) underwent asymmetric conjugate addition of R2CuLi in the presence of ZnBr2, followed by elimination of the chiral auxiliary pyrrolidine, to produce the optically active 3-substituted 2-exo-methylenecyclohexanones (3) in 90percent ee.

Full text of DOI:10.1021/jo00289a003

Products guided by the article

Product name:(2R,3R)-2-Benzyl-3-vinyl-cyclohexanone

Cas No:124482-37-7

R&D Labs maybe for 124482-37-7

Shanghai UCHEM Inc.

Contact:+86-21-56338808

Address:799 Dunhuang Road, Putuo
Zhejiang Chemline International Co., Ltd.

Contact:+86-571-88062298

Address:Hengdian Industry Area, Dongyang, Zhejiang, China
Jiangsu Chiatai Qingjiang Pharmaceutical Co.,Ltd

Contact:+86-517-86283327

Address:9 North Hantai Road, Huaian, China
Hangzhou Hysen Pharma co.,Ltd.

website:http://www.hysenpharma.cn/

Contact:0086-571-88298791

Address:#701,Gudun Road Hangzhou
Shanghai Hope Chem Co., Ltd

website:http://www.hope-chem.com

Contact:86-21-58090396-805

Address:Floor 4, Building 5, No.588 Tianxiong Road, Zhoupu International Medical Zone, ShangHai, China

Relevant to this article

SYNTHETIC STUDIES ON THE ESPERAMICIN/CALICHEAMICIN ANTITUMOR ANTIBIOTICS. SELENIUM DIOXIDE OXIDATION OF A BRIDGEHEAD TRIALKYLSILYL ENOL ETHER

Doi:10.1016/S0040-4039(01)80468-8
(1989)
Synthesis of simple diynals, diynones, their hydrazones, and diazo compounds: Precursors to a family of dialkynyl carbenes (R¹-C-C- C-C-C-R²)

Doi:10.1021/jo101125y
(2010)
Preparation of Novel 4-Substituted 6-Methoxy, 6,7-Dimethoxy-, and 6,7-(Methylenedioxy)isochroman-3-ones. 2

Doi:10.1021/jo00292a017
(1990)
Diazirine-modified gold nanoparticle: Template for efficient photoinduced interfacial carbene insertion reactions

Doi:10.1021/la102621h
(2010)
Synthesis of 8-bromo-N-benzylpurines via 8-lithiated purines: Scope and limitations

Doi:10.1080/00397910903318708
(2010)
The first synthesis of 3-hydroxy-2-(polyfluoroalkyl)chromones and their ammonium salts. 3-Hydroxychromone in the Mannich reaction

Doi:10.1002/jhet.386
(2010)

Article Doi