DIASTEREOSELECTIVE CONJUGATE ADDITION OF LITHIUM METHYLCYANOCUPRATE TO THE CHIRAL ISOPRENE UNITS 2-(R)- AND (S)-BENZYLOXY-2,5-DIHYDRO-4-FURANCARBOXALDEHYDE. TOTAL SYNTHESIS OF (-)- AND (+)-BOTRYODIPLODIN AND (+)- AND (-)-EPIBOTRYODIPLODIN.

DOI: 10.1016/S0040-4039(00)95543-6

Source and publish data:

Tetrahedron Letters p. 3589 - 3592 (1987)

Update date:2022-07-29

Topics:

Authors:

Rehnberg, Nicola

Frejd, Torbjoern

Magnusson, Goeran

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

Article abstract of DOI:10.1016/S0040-4039(00)95543-6

Conjugate addition of lithium methylcyanocuprate to the title aldehydes proceeded with high diastereoselectivity (d.e. 94percent).Methyl lithium 1,2-addition, followed by Swern oxidation of the resulting alcohols, gave benzyl botryodiplodin and benzyl epi

Full text of DOI:10.1016/S0040-4039(00)95543-6

Products guided by the article

Product name:(2S,3R,4R)-4-acetyl-2-ethoxy-3-methyltetrahydrofuran

Cas No:113466-51-6

R&D Labs maybe for 113466-51-6

MS( MAOSHENG )Chemical CO.,LTD

Contact:+86-519-82726678.82726378

Address:TAOXI INDUSTRY ZONE JINTAN
Kraeber & Co GmbH

Contact:+49-4101-3053-0

Address:Waldhofstrasse 14 ,25474 Ellerbek Germany
Nanjing Vincero International Trading Co.,Ltd

Contact:8618936897229

Address:NO.68, ZhuShan Road, JiangNing WanDa Plaza, Building E Room 1703
Jiangxi Lanqi Fine Chemical S&T Co., Ltd.

Contact:+86-21-64891143

Address:XinJiShan Industrial Area, Zhangshu City, JiangXi Province, China
Tianjin Jiuri New Materials Co., Ltd.

Contact:+86-22-58889220

Address:C-5/6, Vison Hill, No.1 Gonghua Road, Huayuan Hi-tech Park, Tianjin, China.

Relevant to this article

Synthesis of hexahydro[2]benzopyrano[3,4-c]pyrroles as serotonin 5-HT _2C receptor agonists via intramolecular hetero Diels-Alder reactions

Doi:10.1016/j.tetlet.2011.03.055
(2011)
Peracid Oxidation of 4-Isoxazolines as a Method for the Preparation of α, β-Unsaturated Carbonyl Compounds

Doi:10.1021/jo00245a021
(1988)
An efficient synthesis of [¹³C₆]-3,5-dichloroaniline

Doi:10.1002/jlcr.1521
(2008)
Total synthesis of dl-cephalotaxine. The first example of an intramolecular 4 + 2 cycloaddition where the dienophile has been delivered from the face opposite to the tethering moiety

Doi:10.1021/ja00215a076
(1988)
THE CHEMISTRY OF PHOTOLYTICALLY AND THERMALLY GENERATED α-KETOCARBENES FROM IODONIUM YLIDES OF β-DIKETONES

Doi:10.1016/S0040-4039(00)96535-3
(1987)
Nickel-Catalyzed Cross-Coupling of Redox-Active Esters with Boronic Acids

Doi:10.1002/anie.201605463
(2016)

Article Doi