STEREOSELECTIVE ADDITIONS TO CARBOXYLIC ACID DIANIONS AND β-LACTONE SUBSTITUTED ESTER ENOLATES. APPLICATION TO THE SYNTHESIS OF RACEMIC EPI-BLASTMYCINONE, δ-MULTISTRIATINE, PARACONIC ESTERS AND LIGNANTYPE DILACTONES

DOI: 10.1016/0040-4020(84)80003-4

Source and publish data:

Tetrahedron p. 2211 - 2218 (1984)

Update date:2022-08-05

Topics:

Authors:

Mulzer, Johann

Lasalle, Peter de

Chucholowski, Alexander

Blaschek, Ursula

Bruentrup, Gisela

et al. et al.

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

Article abstract of DOI:10.1016/0040-4020(84)80003-4

New stereoselective syntheses are reported for racemic 4-epi-blastmycinone (6) and δ-multistriatine (13) utilizing the anti-configurated γ,δ-unsaturated β-hydroxy-carboxylic acids 2a/b.A diastereo- and enantioselective aldoltype addition of phenylacetic acid dianion to benzaldehyde has been achaived by employing optically active alkoxide amide bases.Finally, highly stereocontrolled additions to the novel β-lactone substituted ester enolates 22 are described.

Full text of DOI:10.1016/0040-4020(84)80003-4

Products guided by the article

Product name:((2R,3S)-2-Isopropyl-4-oxo-3-phenyl-oxetan-3-yl)-acetic acid methyl ester

Cas No:103025-76-9

R&D Labs maybe for 103025-76-9

Nanjing HuiBaiShi Biotechnology Co.,Ltd.

Contact:+86 (25)58745219

Address:No.606 Ningliu Road,LiuHe District.
Shanghai birch chemical technology co.,ltd

Contact:+86-21-54096810

Address:No.2588,Jungong Road,Shanghai,China
GenicBio Limited

Contact:+86-(0)21-3770 9035

Address:Room 301, Building 2, Meijiabang Road 1508, Shanghai China
Changde Yungang Biotechnology Co., Ltd

website:http://www.cdyg.com

Contact:+86-736-7391178

Address:Qiaonan Industrial Park, Changde City, Hunan Province
Jinan Finer Chemical Co., Ltd

website:https://www.finerchem.com

Contact:+86-531-88989536

Address:New Material Industrial Park, Jinan City, China

Relevant to this article

Doi:10.1002/hlca.194402701152
(1944)
Structure and properties of the macrocyclic tridentate ferrocenylphosphine ligand (-PhPC₅H₄-)₃

Doi:10.1021/om800057w
(2008)
ENANTIOSELECTIVE SYNTHESIS OF DICTYOPTERENE C 6R-(-)-BUTYL-2,5-CYCLOHEPTADIENE THE PHEROMONE OF SEVERAL DICTYOTALES (PHAEOPHYCEAE)

Doi:10.1016/S0040-4039(00)84526-8
(1986)
Synthesis and 3'-Substituent Effects of Some 7α-Methoxy-1-oxacephems on Antibacterial Activity and Alkaline Hydrolysis Rates

Doi:10.1021/jm00386a013
(1987)
Synthesis of Vicinal Quaternary All-Carbon Centers via Acid-catalyzed Cycloisomerization of Neopentylic Epoxides

Doi:10.1021/acs.orglett.0c02296
(2020)
A pairwise chemical genetic screen identifies new inhibitors of glucose transport

Doi:10.1016/j.chembiol.2010.12.015
(2011)

Article Doi