Tetrahedron p. 7289 - 7296 (1992)
Update date:2022-08-11
Topics:
Ghosh, Sukumar
Ghatak, Usha Ranjan
Whereas the (+/-)-podocarpa-8,11,13-trienes 3b-e, incorporating a phenolic hydroxyl or methyl ether functionality at C-11 and C-14, and C-14 respectively, on oxidation with sodium metaperiodate - catalyzed by ruthenium tetroxide give (+/-)-winterin, through chemoselective degradation of the aromatic ring, the unsubstituted 3a, isomeric methyl ethers 3f-i, and cis-podocarpa-8,11,13-triene undergo only benzylic oxidation resulting in the respective ketones 8d, 8a-c, 8e and the diketone 9.Similar oxidation reaction of the hexahydrophenanthrene 7a led to the α,β-unsaturated tricyclic ketone 11a and the tetrahydronaphthalene dicarboxylic anhydride 12.In contrast, 7b produced the diketone 10b and the α,β-unsaturated ketone 11b as the sole isolated products.
View MoreGuangzhou Chemical Reagent Factory
Contact:+86-20-8435 9820 or 8435 7345
Address:Southern Guangzhou, Guangdong, China
Beijing Hope Pharmaceutical Co., Ltd.
Contact:86-10-67886402
Address:309,Block 1 District B,No.12 Hongda North Road , Beijing Economic-Technological Development Area, Beijing, China
Dezhou Longteng Chemical Co., Ltd.
website:http://www.sodium-methoxide.cn/
Contact:0086-18866052283
Address:Xinhua Industrial Zone, Dezhou City, Shandong Province, China
Chongqing Yawei Fine Chemical Co.,Ltd
Contact:0086-23-62849407
Address:Ziyou village, Nanquan town, Banan district, Chongqing China
TIANJIN FESTO CHEMICAL CO.,LTD
Contact:86-22-25814570
Address:No.12th,5th Ave.,TEDA,Tianjin,China
Doi:10.1021/ja00893a046
(1963)Doi:10.1023/A:1020904232394
(2002)Doi:10.1021/jp026134b
(2003)Doi:10.1039/d0cc03076g
(2020)Doi:10.1002/anie.201803018
(2018)Doi:10.1021/ja0563455
(2006)