Stereocontrolled Construction of Substituted Pyrrolidines based on Intramolecular Protodesilylation Reaction. Enantiospecific Synthesis of (-)-Kainic Acid and (+)-Allokainic Acid from L-Serine

DOI: 10.1039/c39930000125

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 125 - 127 (1993)

Update date:2022-08-03

Topics:

Authors:

Hatakeyama, Susumi

Sugawara, Kazutoshi

Takano, Seiichi

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

Article abstract of DOI:10.1039/c39930000125

Novel stereocontrolled enantiospecific syntheses of (-)-kainic acid and (+)-allokainic acid have been achieved starting from L-serine via two modes of C-2 and C-3 side chain-directed intramolecular protodesilylations of 4-(trimethylsilylmethyl)ethylidenepyrrolidines.

Full text of DOI:10.1039/c39930000125

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-carbamic acid methyl ester

Cas No:147671-72-5

R&D Labs maybe for 147671-72-5

Penglai Qianwei Chemical Co., Ltd.

Contact:86-535-3357802

Address:Shahelu (north), Penglai, Shandong, China
Hangzhou Showland Technology Co., Ltd.

Contact:86-571-88920516

Address:ROOM2118,NO.553,WENSAN ROAD,HANGZHOU,CHINA
Oren Hydrocarbons (Qingdao) Co., Ltd.

Contact:+86-532-68607667-801

Address:Room 3 # 302, No.9 Qingyun Road, Qingdao, China
Nanjing Legend Pharmaceutical & Chemical Co., Ltd.

Contact:+86-25-83767696

Address:14-7 Zhongshan Lu Guluo District, Nanjing
Zhuhai Rundu Pharmaceutical co.,Ltd

Contact:+86-756-7630755

Address:No.6,North Airport Road,Sanzao Town,Jinwan District

Relevant to this article

Generation and trapping of a highly strained bicyclic alkyne: Tricyclo[6.3.1.0^2,7]dodeca-2,4,6-trien-9-yne

Doi:10.1021/jo0017537
(2001)
High-affinity partial agonist imidazo[1,5-a]quinoxaline amides, carbamates, and ureas at the γ-aminobutyric acid A/benzodiazepine receptor complex

Doi:10.1021/jm940765f
(1996)
A Novel Receptor for Dicarboxylic Acid Derivatives

Doi:10.1039/c39930000399
(1993)
Cascade Radical Cyclization to Vinylogous Carbonates/Carbamates for the Synthesis of Oxa- and Aza-Angular Triquinanes: Diastereoselectivity Depends on the Ring Size of Radical Precursor

Doi:10.1055/s-0036-1589541
(2018)
N-arylation of N-H heterocycles with aryl bromides and aryl iodides using CuI and KF/Al₂O₃

Doi:10.1002/jhet.5570450640
(2008)
Synthesis of peptide analogs of the N-terminal eicosapeptide sequence of ribonuclease A. 8. Synthesis of (ser4, orn10)-and (ser5, orn10)-eicosapeptides.

Doi:10.1021/ja01023a039
(1968)

Article Doi