Partial Kinetic 'Resolution' Resulting from a Deuterium Isotope Effect

DOI: 10.1039/c39910000801

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 801 - 802 (1991)

Update date:2022-08-05

Topics:

Authors:

Anastasis, Panayiotis

Duffin, Raymond

Gilmore, Christopher

Overton, Karl

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

Article abstract of DOI:10.1039/c39910000801

The 'racemate' 1A/1B cyclises on heating to the enol 5 via an 'ene' reaction; at two-thirds completion, the recovered enone 1A/1B has <α>_D -62 deg (1B has <α>_D -132 deg); kinetic 'resolution' results from a deuterium isotope effect for the cyclization (k_H/k_D ca. 1.8); the absolute stereochemistry of compound 6a is determined by X-ray analysis.

Full text of DOI:10.1039/c39910000801

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

View Article Online

Products guided by the article

Product name:C₂₂H₂₁⁽²⁾HO

Cas No:135962-83-3

R&D Labs maybe for 135962-83-3

LIANYUNGANG YC FINE CHEMICAL CO., LTD

Contact:+86-518-858 99188

Address:Shangdong Modern Bldg, South Greenpark Road, Lianyungang, Jiangsu Pro. China
Hangzhou Deli Chemical Co.,Ltd.

website:http://www.dlchemical.com

Contact:86 571 28006267

Address:Tangxi Industrial Area, Yuhang District, Hangzhou
PharmOrgsyn

Contact:+86-21-38228826

Address:Room 505 Building 2, No 3377 Kangxin Highway, Shanghai, Republic China
Anhui Xinyuan Technology Co.,Ltd

website:http://www.ahxytech.com/

Contact:0086-559-3515800

Address:Huangshan City of Anhui Province Huizhou Huizhou District Road, 21-9
HAINAN JINYING IMPORT AND EXPORT CO. LTD

Contact:+86-898-32875423

Address:A SECTION 19TH FL, TIMES SQUARE, NO.2 GUO MAO AVENUE HAIKOU, HAINAN, P. R. OF CHINA

Relevant to this article

Lower-rim-substituted tert-butylcalix[4]arenes; part IX: One-pot synthesis of calix[4]arene-hydroxamates and calix[4]arene-amides

Doi:10.1055/s-2006-942486
(2006)
Facile access to 3-alkyl-substituted 3-hydroperoxy-2,4-pyrrolidinediones using manganese(III)-catalyzed aerobic oxidation

Doi:10.1080/00397911.2010.528129
(2012)
An effective method to introduce carbon acid functionality: 2,2-bis(trifluoromethanesulfonyl)ethylation reaction of arenes

Doi:10.1002/chem.201102023
(2011)
Sulfinylnitriles: Sulfinyl-metal exchange-alkylation strategies

Doi:10.1002/chem.201203174
(2013)
Smardaesidins -G, isopimarane and 20 nor-isopimarane diterpenoids from Smardaea sp., a fungal endophyte of the moss Ceratodon purpureus (1)

Doi:10.1021/np2000864
(2011)
Synthesis of nicotinamide derivatives having a hydroxy-substituted benzene ring and the influence of their structures on the apoptosis-inducing activity against leukemia cells

Doi:10.1002/ddr.20426
(2011)

Article Doi