199918-03-1Relevant articles and documents
A mild and efficient method for the selective cleavage of primary p-methoxybenzyl protecting group of saccharides by Co2(CO)8-Me2PhSiH-CO system
Qian, Peng-Zhan,Yao, Wang,Huang, Lu-Bai,Meng, Xiang-Bao,Li, Zhong-Jun
, p. 5238 - 5241 (2015)
A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1 atm) is presented. The cleavage reaction shows regioselectivity to primary O-PMB of a variety of
Chiral and stereoselective total synthesis of novel immunosuppressant FR65814 from D-glucose
Amano, Seiji,Ogawa, Noriko,Ohtsuka, Masami,Chida, Noritaka
, p. 2205 - 2224 (2007/10/03)
The chiral synthesis of the immunosuppressive sesquiterpene, FR65814 1 is described. The cyclohexane ring in 1 was prepared in an optically active form from D-glucose using Ferrier's carbocyclization reaction, and the carbon side-chain in 1 was stereoselectively introduced via chirality transfer by way of Claisen rearrangement of the cyclohexenol derivative, followed by Pd- catalyzed Stille coupling. The bis-epoxide function was stereoselectively constructed by sulfur ylide chemistry and vanadium catalyzed epoxidation of a homoallyl alcohol derivative. This first total synthesis fully confirmed the proposed absolute structure of FR65814.
Synthesis of a photoaffinity analogue of phosphatidylinositol 3,4-bisphosphate, an effector in the phosphoinositide 3-kinase signaling pathway
Thum, Oliver,Chen, Jian,Prestwich, Glenn D.
, p. 9017 - 9020 (2007/10/03)
A Ferrier rearrangement strategy starting from α-D-glucose gave a protected inositol, which after coupling to a chiral diacylglycerol phosphoramidite, provided a tritium-labeled, benzophenone-containing derivative of P-1-(O-aminopropyl) linked dipalmitoyl PtdIns(3,4)P2. Copyright (C) 1996 Elsevier Science Ltd.