A highly asymmetric, Lewis acid-catalysed Diels-Alder reaction using optically active 2-(3-tolyl-p-sulfinyl)furyl α,β-unsaturated ketones as a dienophile

DOI: 10.1039/P19960000759

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 759 - 762 (1996)

Update date:2022-08-03

Topics:

Authors:

Arai, Yoshitsugu

Masuda, Tsutomu

Masaki, Yukio

Shiro, Motoo

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

Article abstract of DOI:10.1039/P19960000759

The Diels-Alder reaction of chiral 2-(3-tolyl-p-sulfinyl)furyl α,β-unsaturated ketones 3 and 4 with cyclopentadiene in the presence of a Lewis acid proceeds smoothly to give the corresponding endo adducts 5a and 6a, respectively, in excellent yield with high diastereoselectivity.

Full text of DOI:10.1039/P19960000759

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

View Article Online

Products guided by the article

Product name:(1R/1S,S_S)-1-<3-(p-tolylsulfinyl)-2-furyl>-trans-crotyl alcohol

Cas No:211931-21-4

R&D Labs maybe for 211931-21-4

enantiotech corporation ltd

Contact:+86-0760-85282375

Address:zhongjing road,zhongshan torch hi-tech industrial development zone
qingdao goldenchem imp and exp co.,ltd.

Contact:532-55579246

Address:no.62 ,haier road laoshan distirct
Guangzhou PI & PI Biotech Inc. Ltd.

Contact:+86-20-81716320

Address:13th Floor, Xinbao Technology Industrial Park, No. 2 Ruixiang Road, Huangpu District, Guangzhou,Guangdong,China
N&R INDUSTRIES,INC

Contact:Tel:+86-29-88764861 Fax:+86-29-88764861

Address:Rm#2107, Block A, Epin Meidao Building, Gaoxin Rd, Hi-Tech Zone, Xi’an, China
Anhui Redstar Pharmaceutical Corp., Ltd

Contact:+86-563-5120837

Address:Jingxian Industrial Development Zone, Anhui , China

Relevant to this article

Aryl(dimethylaminomethyl)phosphinic Acid Esters: Syntheses, Structures, and Reactions with Halogen Hydrogen Acids, Tin Halides, and Trimethyl Halosilanes

Doi:10.1002/ejic.201800343
(2018)
Fine tuning of the pH-dependent drug release rate from polyHPMA- ellipticinium conjugates

Doi:10.1016/j.bmc.2013.07.038
(2013)
H-phosphonate DNA synthesis without amino protection

Doi:10.1016/S0040-4039(00)61075-4
(1992)
Novel cycloalkylthiophene-imine derivatives bearing benzothiazole scaffold: Synthesis, characterization and antiviral activity evaluation

Doi:10.1016/j.bmcl.2013.07.023
(2013)
Preparation of and fluoroalkylation with (chlorodifluoromethyl)trimethylsilane, difluorobis(trimethylsilyl)methane, and 1,1,2,2-tetrafluoro-1,2-bis(trimethylsilyl)ethane

Doi:10.1021/ja962990n
(1997)
η⁵-cyclopentadienyliron(II)-[14]triphyrin(2.1.1) sandwich compounds: Synthesis, characterization, and stable redox interconversion

Doi:10.1002/anie.201302815
(2013)

Article Doi