Activation of 6-Endo over 5-Exo Hydroxy Epoxide Openings. Stereoselective and Ring Selective Synthesis of Tetrahydrofuran and Tetrahydropyran Systems

DOI: 10.1021/ja00196a043

Source and publish data:

Journal of the American Chemical Society p. 5330 - 5334 (1989)

Update date:2022-08-04

Topics:

Authors:

Nicolaou, K. C.

Prasad, C. V. C.

Somers, P. K.

Hwang, C.-K.

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

Article abstract of DOI:10.1021/ja00196a043

A well-defined and predictable route to tetrahydrofurans and tetrahydropyrans is described.The method relies on stereo- and regioselective opening of hydroxy epoxides by acid catalysis.The presence of a saturated chain at the remote (from the hydroxy grou

Full text of DOI:10.1021/ja00196a043

Products guided by the article

Product name:4-Bromo-benzoic acid (2R,3S,4aR,8aS)-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

Cas No:121353-61-5

R&D Labs maybe for 121353-61-5

Hangzhou innopharma technology Co,.Ltd.(expird)

Contact:+86-13388601988

Address:Room845,lixin building, moganshan road, hangzhou, china
Changzhou Qidi Chemical Co., Ltd

website:http://www.czqdhg.com/

Contact:86-519-83382137

Address:128-1-16# HuaYuan Street,Hutang Town,Wujin District,Changzhou City,P.R.China.
Beijing Green Guardee Technology CO,.LTD

Contact:+86-10-69706062

Address:F2 BLdj,5 No.37 Chaoqian Road
JIANGXI AIFEIMU TECHNOLOGY CO.，LTD

Contact:+86-570-6040289

Address:FINECHEMICAL PARK,ZIBU TOWN,WANNIAN COUNTY,JIANGXI PROV.,CHINA,ZIP
Guangxi Nanning Guangtai Agriculture Chemical Co.,Ltd

Contact:+86-771-2311266

Address:Room703,Building12, Software Park Phase II,NO.68,Keyuan Road,Nanning City,Guangxi,China

Relevant to this article

Enantioselective synthesis of dihydrocouniarins via N-heterocyclic carbene-catalyzed cycloaddition of ketenes and o-quinone methides

Doi:10.1002/adsc.200900544
(2009)
Stereoselective synthesis of 3-deoxy-piperidine iminosugars from l-lysine

Doi:10.1016/j.tetasy.2009.11.028
(2009)
Chemoenzymatic synthesis of α-Hydroxy-β-methyl-γ-hydroxy esters: Role of the keto-enol equilibrium to control the stereoselective hydrogenation in a key step

Doi:10.1021/jo902227f
(2010)
Synthesis and anti-HIV activity of [ddN]-[ddN] dimers and benzimidazole nucleoside dimers

Doi:10.1002/cbdv.200800281
(2009)
Atom-Economic Catalytic Direct Substitution of N,O-Acetals with Simple Ketones

Doi:10.1002/ejoc.201700530
(2017)
Application of amide-stabilized sulfur ylide reactivity to the stereodivergent synthesis of (R,S)- and (S,R)-reboxetine

Doi:10.1016/j.tetasy.2009.12.004
(2009)

Article Doi