Journal of the American Chemical Society p. 4368 - 4378 (1988)
Update date:2022-08-03
Topics: Column chromatography Catalyst Mass spectrometry Nucleophile Stereochemistry Total synthesis Reagent Protecting group Nuclear Magnetic Resonance (NMR) Chemical Synthesis
Danishefsky
Selnick
Zelle
DeNimo
The total synthesis of the title compound, which is a zinc-binding antibiotic, is described. The synthesis starts with aldehyde 4 and Grignard reagent 6. The key steps are (i) the cyclocondensation of aldehyde 10 with diene 11 under the influence of magnesium bromide, (ii) the cyclocondensation of aldehyde 24 with diene 33 under the influence of BF3·OEt2, (iii) the carbon Ferrier reaction of glycal acetate 37 with (E)-crotyltrimethylsilane, and (iv) the reductive merger of aldehyde 2a with sulfone 3.
View MoreJiangsu Cale New Material Co.ltd
Contact:+86-515-88334667/88203550
Address:Zhongshan 3rd Road, Coastal Chemical Industry Park, Yancheng, Jiangsu, China
website:http://www.shochem.com
Contact:021-50800795
Address:No.1043, Halei Rd, Zhangjiang Hi-Tech Park, Shanghai, Postcode 201203, China
shanghai Tauto Biotech Co., Ltd
website:http://www.tautobiotech.com/en/index.htm
Contact:+86-21-51320588 ext. 8025
Address:No. 326, Aidisheng Rd , Zhangjiang Hi-tech Park, Shanghai , P.R.CHINA
He Bei Shun Er Chemical Co., LTD.
Contact:86-0311-86996932/86860168
Address:No 18,North street
Contact:+86-20-32051076
Address:1105,Building A, International Business Incubator,Science City
Doi:10.1016/j.bmc.2009.02.038
(2009)Doi:10.1016/S0040-4020(99)00554-2
(1999)Doi:10.1021/jo00312a004
(1990)Doi:10.1039/c0ob00903b
(2011)Doi:10.1021/jo701899j
(2007)Doi:10.1002/jlcr.1847
(2011)
