Diastereoselective Syntheses of Highly Substituted Methyl Tetrahydrofuran-3-carboxylates by Reactions of γ-Lactols with Silylated Nucleophiles

DOI: 10.1021/jo00246a011

Source and publish data:

Journal of Organic Chemistry p. 2450 - 2456 (1988)

Update date:2022-07-29

Topics: Reactions Diastereoselective Highly substituted γ-lactols

Authors:

Brueckner, Christiane

Holzinger, Hiltrud

Reissig, Hans-Ulrich

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

Article abstract of DOI:10.1021/jo00246a011

Hydroxyalkylation of enolates generated from methyl 2-siloxycyclopropanecarboxylates 1 followed by fluoride-induced ring opening gives γ-lactols as key intermediates.Their reduction with triethylsilane / BF3*OEt2 affords methyl tetrahydrofuran-3-carboxyla

Full text of DOI:10.1021/jo00246a011

Products guided by the article

Product name:3-Furancarboxylic acid, 5-(1,1-dimethylethyl)tetrahydro-2,2-diphenyl-5-(1,2-propadienyl)-, methyl ester, cis-

Cas No:114057-68-0

R&D Labs maybe for 114057-68-0

Suzhou Sibian Chemical Technology Co., Ltd

website:http://www.sibianpharm.com

Contact:+8618169181984,+8618013186906

Address:Room1404,BuildingA,Jiabao Square No.323 Baodai East Road,Wuzhong District,Suzhou Jiangsu China (215128)
ALPHA PHARMACEUTICAL CO，LTD JIANGSU

Contact:+86-527-84829968,+86-527-84829998

Address:suqian city
Zhaodu Fine Chemical Plant

Contact:86-310-8067016

Address:East Fuhua Road,Tiexi Chemical Industrial Estate,Hebei,China
Shanghai Sunway Pharmaceutical Technology Co.,Ltd.

Contact:+86-21-5161 3915

Address:Shanghai YangPu
Changsha Botaniex Inc.

Contact:(86) 731 88718666

Address:Room 1222, Unit 4, Building B, Shangcheng, No.47, Kaiyuan East Road.

Relevant to this article

Formation of a Novel Acyl Anion Equivalent by the Electroreduction of Oxazolinium Salts

Doi:10.1246/cl.1987.1511
(1987)
New Type of 1,3-Molecular Rearrangement of Substituted-Vinyl Alkoxymethyl Ethers and Its Application to Synthesis of 1(or 3)-Substituted 4-Alkoxybutan-2-ones

Doi:10.1021/jo00247a015
(1988)
Transannular Cyclizations in the Pentacylo<5.4.0.0^2,6.0^3,10.0^5,9>undecane-8,11-dione. System: A Reinvestigation

Doi:10.1021/jo00246a053
(1988)
Synthesis and Characterization of a Tripodal Tris(nitroxide) Aluminum Complex and Its Catalytic Activity toward Carbonyl Hydroboration

Doi:10.1021/acs.organomet.8b00933
(2019)
Synthesis of an optically active 4-acetoxyazetidinone intermediate for penems and carbapenems

Doi:10.1002/jhet.5570250225
(1988)
Synthesis and structure-activity relationships of N-(4-amino-2,6-diisopropylphenyl)-N'-(1,4-diarylpiperidine-4-yl)methylureas as anti-hyperlipidemic agents

Doi:10.1016/j.bmc.2009.04.059
(2009)

Article Doi