Epoxidation of 5-(Tosylamido)-3-hexen-2-ol Derivatives. Stereochemical Assignment of Product Configuration by NMR and Molecular Mechanics Studies

DOI: 10.1021/jo00048a044

Source and publish data:

Journal of Organic Chemistry p. 6025 - 6031 (1992)

Update date:2022-08-04

Topics:

Authors:

Pettersson, Helena

Gogoll, Adolf

Baeckvall, Jan-E.

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

Article abstract of DOI:10.1021/jo00048a044

Epoxidation of syn- and anti-5-(tosylamido)-3-hexen-2-ol derivatives was studied using three different epoxidation reagents: (i) m-CPBA, (ii) t-BuOOH/VO(acac)2, and (iii) t-BuOOH/Ti(O-i-Pr)4.A method for the stereochemical assignment of the 3,4-epoxy-5-(tosylamido)-3-hexen-2-ol derivatives obtained was developed by the use of NMR spectroscopy.

Full text of DOI:10.1021/jo00048a044

Products guided by the article

Product name:(2S*,3R*,4S*,5S*)-2-acetoxy-3,4-epoxy-5-(tosylamido)hexane

Cas No:143707-56-6

R&D Labs maybe for 143707-56-6

Shifang Taifeng New Flame Retardant Co., Ltd

Contact:02884721008

Address:tingjiang industrial park, hefeng town
Longhui qunfeng Chemical Co., Ltd

Contact:86-731-82173407

Address:South-east Industrial Park, Longhui County, Hunan Province, China
Xi'an yuanfar international trade company

website:https://www.yuanfarchemical.com

Contact:86-029-88745613 ext 828

Address:Floor19th ,B Building, Oak Block,No.36 South Fenghui Road, Dev. Zone of High-Tech Ind.,Xi’an, China
Shanghai Sunway Pharmaceutical Technology Co.,Ltd.

Contact:+86-21-5161 3915

Address:Shanghai YangPu
Jiangxi Dongxu Chemical Science & Technology Co.,Ltd

Contact:+86-791-86899381

Address:Nanchang, Jiangxi, China

Relevant to this article

Pd-catalyzed copolymerization of methyl acrylate with carbon monoxide: Structures, properties and mechanistic aspects toward ligand design

Doi:10.1021/ja2003268
(2011)
Design, synthesis, SAR, and biological evaluation of highly potent benzimidazole-spaced phosphono-α-amino acid competitive NMDA antagonists of the AP-6 type

Doi:10.1021/jm000385w
(2001)
Diastereoselective formation of pyruvylated glycosides from partly protected sugars and methyl pyruvate

Doi:10.1016/S0040-4039(00)60097-7
(1992)
Polymerization of 1-Phosphaisoprene: Synthesis and Characterization of a Chemically Functional Phosphorus Version of Natural Rubber

Doi:10.1002/anie.201703590
(2017)
A Metathetic Approach to [5/5/6] Aza-Tricyclic Core of Dendrobine, Kopsanone, and Lycopalhine A Type of Alkaloids

Doi:10.1055/s-0039-1690620
(2019)
Design and synthesis of carbohydrate based medium sized sulfur containing benzannulated macrocycles: Applications of Sonogashira and Heck coupling

Doi:10.1016/j.tet.2013.04.090
(2013)

Article Doi