Stereocontrolled Formation of Polysubstituted Tetrahydrofurans by Debenzylating Cycloetherification

DOI: 10.1016/S0040-4039(00)92514-0

Source and publish data:

Tetrahedron Letters p. 3607 - 3610 (1992)

Update date:2022-08-05

Topics:

Authors:

Dehmlow, Henrietta

Mulzer, Johann

Seilz, Carsten

Strecker, Achim R.

Kohlmann, Andreas

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

Article abstract of DOI:10.1016/S0040-4039(00)92514-0

Benzyl ethers with S_N2 active sites in γ-position undergo spontaneous regio- and stereocontrolled tetrahydrofuran cyclization with concomitant debenzylation even under mildly acidic or neutral conditions. Keywords: tetrahydrofuran; neighboring group participation of benzyl ethers; Mitsunobu conditions; small rings; mesylates.

Full text of DOI:10.1016/S0040-4039(00)92514-0

Products guided by the article

Product name:((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-methanol

Cas No:143367-02-6

R&D Labs maybe for 143367-02-6

Changzhou Foreign Trade Corp

Contact:+86-519-86623222

Address:29F/D, 99 Yanling West Road, Changzhou, Jiangsu, China
Hubei Lansun Biochemical Pharmaceutical Co., Ltd

Contact:714-6395977

Address:No. 81 Pengcheng Avenue, economic and technological development zone, Huangshi City, Hubei Province,China
Shaanxi HuaTai Bio-fine chemical company Ltd

Contact:86-029-87862197

Address:No. 5, 3rd Floor, 29 Yanta North Road, Beilin Dist.
Shanghai Kangxin Chemical Co., Ltd

Contact:+86 21 60717227

Address:118,Ganbai Village,Waigang Town,Jiading District,Shanghai
Nanjing Yuance Industry&Trade Co., Ltd.

website:http://www.njyuance.cn/

Contact:+86-25-85439097

Address:B1702, Aoti Bldg, No. 130, Aoti Avenue, Nanjing, China

Relevant to this article

Synthesis and biological evaluation of novel styryl benzimidazole derivatives as probes for imaging of neurofibrillary tangles in Alzheimer's disease

Doi:10.1016/j.bmc.2013.02.054
(2013)
Dual gold catalysis: σ,π-propyne acetylide and hydroxyl-bridged digold complexes as easy-to-prepare and easy-to-handle precatalysts

Doi:10.1002/chem.201203010
(2013)
Synthesis of ω-(methoxycarbonyl)alkyl and 9-(methoxycarbonyl)-3,6-dioxanonyl glycopyranosides for the preparation of carbohydrate-protein conjugates

Doi:10.1016/S0008-6215(00)90517-2
(1992)
Phosphorescent Ir(iii) complexes with both cyclometalate chromophores and phosphine-silanolate ancillary: Concurrent conversion of organosilane to silanolate

Doi:10.1039/c3dt32408g
(2013)
Multiple phosphate-linked nucleotide couplings via 5′ silyl ether protection in the phosphite triester and phosphoramidite approaches

Doi:10.1016/j.tetlet.2013.04.043
(2013)
Three-step synthesis of novel 2-aryl-3-benzamidobenzofurans: Regiospecific reactions catalyzed by molybdate sulfuric acid

Doi:10.1002/jhet.1961
(2014)

Article Doi