Journal of Organic Chemistry p. 2235 - 2244 (1992)
Update date:2022-07-31
Topics: Synthesis Oxidation Yield NMR spectroscopy Mass spectrometry HPLC Reduction Enantioselectivity Esterification Lactone Deprotection Protecting group Purification Retrosynthetic analysis Catalysis Macrocyclization Coupling Reaction Chiral synthesis
Boger, Dale L.
Curran, Timothy T.
Full details of a study leading to a synthesis of the optically active C13-C26 lower subunit of rhizoxin including the side-chain chromophore characteristic of the full class of antimitotic agents are described.A key element of the synthesis is the stereoselective introduction of the C18-C19 trisubstituted olefin through use of a Wadsworth-Horner-Emmerson condensation of 3 with β-keto phosphonate 38 bearing resident functionality suitable for the diastereoselective introduction of C15-C17 employing a hydroxyl-directed reduction of the resultant β-hydroxy ketone.
View Morewebsite:http://www.herbpurify.com
Contact:0086-028-85249238
Address:Room709-C1,Incubator Building, Tianfu Life Science Park No.88,Keyuan Road,Gaoxin district,Chengdu City,Sichuan Prov,China
Tianjin Te-An Chemtech Co., Ltd.(expird)
Contact:+86-22-65378638
Address:A5-8, No.80 Haiyun Street, TEDA
Suzhou Sinosun Imp.&Exp. Corporation
website:http://www.szsinosun.com
Contact:+86-512-63488895,63488616
Address:No.758 East Jiangling Road Wujiang Economic & Technological Developmenty Zone Jiangsu China
Jinan Trio PharmaTech Co., Ltd
Contact:86-531-88811783;+(0)13153010282
Address:2766 Yingxiu Road, Jinan High-Tech Zone, China
Hubei Honch Pharmaceutical Co.,Ltd
Contact:86-713-7222018
Address:Li Shizhen Pharmaceutical Industry park, Qichun County, Hubei Province,China
Doi:10.1021/jo00034a056
(1992)Doi:10.1039/c39920000050
(1992)Doi:10.1039/d0cc07547g
(2021)Doi:10.1021/acs.orglett.0c01747
(2020)Doi:10.1021/jo3016055
(2012)Doi:10.1016/j.ejmech.2015.03.045
(2015)