cas 3306-52-3, [1S-(1alpha,2alpha,11balpha)]-1,7,8,11b-tetrahydro-1-hydroxy-2-methoxy-11b-methylcyclopenta[7,8]phenanthro[10,1-bc]furan-3,6,9(2H)-trione

Articles about 3306-52-3Total 2 be found

Total Synthesis of Viridin and Viridiol
The asymmetric total synthesis of (-)-viridin and (-)-viridiol, antifungal metabolites, was achieved in 17 and 18 steps from a commercially available starting material. An intramolecular [3+2] cycloaddition was applied to an easily available l-ribose derivative in order to construct the highly substituted D ring containing the key chiral cis-triol fragment. Co-catalyzed metal-hydride H atom transfer (MHAT) radical cyclization was utilized to form the C-ring and the all-carbon quaternary center at C-10. This convergent strategy provides a scalable approach to prepare viridin and viridiol for biological studies.
Ji, Yang,Xin, Zhengyuan,He, Haibing,Gao, Shuanhu
supporting information
p. 16208 - 16212
(2019/10/14)

Enantioselective Chemical Syntheses of the Furanosteroids (-)-Viridin and (-)-Viridiol
Herein we describe concise enantioselective chemical syntheses of (-)-viridin and (-)-viridiol. Our convergent approach couples two achiral fragments of similar complexity and employs an enantioselective intramolecular Heck reaction to set the absolute stereochemical configuration of an all-carbon quaternary stereocenter. To complete the syntheses of these base- and nucleophile-sensitive natural products, we conduct carefully orchestrated site- and diastereoselective oxidations and other transformations. Our work is the first to generate these targets as single enantiomers.
Del Bel, Matthew,Abela, Alexander R.,Ng, Jeffrey D.,Guerrero, Carlos A.
supporting information
p. 6819 - 6822
(2017/05/31)