Highly Enentioselective Rearrangement of a meso-Epoxide to an Allyl Alcohol for Carbocyclic Nucleoside Synthesis: an Internal Alkoxide Effect

DOI: 10.1016/S0957-4166(00)86200-X

Source and publish data:

Tetrahedron Asymmetry p. 337 - 338 (1994)

Update date:2022-07-29

Topics:

Authors:

Hodgson, David M.

Witherington, Jason

Moloney, Brian A.

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

Article abstract of DOI:10.1016/S0957-4166(00)86200-X

The synthesis of enantiomeric cis-4-(hydroxymethyl)cyclopent-2-ene-1-ols 2 and 3 (R=H) via a highly enantioselective rearrangement of cis-6-oxabicyclo<3.1.0>hexane-3-methanol 4 (R=H) using the dilithium salts of (+)- or (-)-norephedrine is described.

Full text of DOI:10.1016/S0957-4166(00)86200-X

Products guided by the article

Product name:2-Cyclopentene-1-methanol, 4-hydroxy-, (1R,4S)-

Cas No:144938-82-9

R&D Labs maybe for 144938-82-9

SHIFANG SUHONG CHEMICAL CO.,LTD

Contact:+86-838-2224563

Address:Room 1207 Zongchen Sunshine No.128 Taishan South Road,Deyang City,Sichuan China
Jewim Pharmaceutical (Shandong) Co., Ltd

Contact:+8615621883869

Address:山东省泰安市高新技术产业开发区配天门大街西首
Hubei Lansun Biochemical Pharmaceutical Co., Ltd

Contact:714-6395977

Address:No. 81 Pengcheng Avenue, economic and technological development zone, Huangshi City, Hubei Province,China
ShiJiaZhuang Dowell Chemical Co.,Ltd.

website:http://www.dowechem.com

Contact:+86-13463963265

Address:Xiyangling village, high tech Zone, Shijiazhuang，Hebei, China
Shanghai Xinda Pharmaceuticals Co., Ltd.

Contact:86-21-33692333-8008

Address:999 Linxian Road, Jinshan Industrial Park, Shanghai, China

Relevant to this article

Regioselective diversification of a cardiac glycoside, lanatoside C, by organocatalysis

Doi:10.1021/jo301007x
(2012)
Unexpected base-promoted synthesis of tetrasubstituted furans via palladium-catalyzed oxidation and cyclization of carbon-carbon triple bond with molecular oxygen

Doi:10.1055/s-0031-1290526
(2012)
Reactive metabolite trapping studies on imidazo- and 2-methylimidazo[2,1-b] thiazole-based inverse agonists of the ghrelin receptor s

Doi:10.1124/dmd.113.051839
(2013)
Synthesis and fluorescence properties of thiazole-boron complexes bearing a β-ketoiminate ligand

Doi:10.1021/ol302179r
(2012)
Cytotoxicity and anti-HIV evaluations of some new synthesized quinazoline and thioxopyrimidine derivatives using 4-(thiophen-2-yl)-3,4,5,6- tetrahydrobenzo[h]quinazoline-2(1H)-thione as synthon

Doi:10.1007/s12039-012-0242-4
(2012)
Bismuth(iii)-catalyzed cycloisomerization and (hetero)arylation of alkynols: Simple access to 2-(hetero)aryl tetrahydrofurans and tetrahydropyrans

Doi:10.1039/c8ob00368h
(2018)

Article Doi