127853-80-9Relevant articles and documents
Hydrazine hydrate induced reductive cleavage of α,β-epoxy ketones: An efficient procedure for the preparation of β-hydroxy ketones
Salvador, Jorge A.R.,Leit?o, Alcino J.L.,Sá E Melo, M. Luísa,Hanson, James R.
, p. 1067 - 1070 (2005)
An efficient and general procedure for the reductive cleavage of α,β-epoxy ketones to the corresponding β-hydroxy ketones, using hydrazine hydrate in ethanol at low temperatures, is described.
Total synthesis of malyngamides K, L, and 5″-epi-C and absolute configuration of malyngamide L
Zhang, Jun-Tao,Qi, Xian-Liang,Chen, Jie,Li, Bao-Sheng,Zhou, You-Bai,Cao, Xiao-Ping
experimental part, p. 3946 - 3959 (2011/07/08)
An accelerated, enantioselective, and general synthetic route to a class of malyngamides, K (1), L (3), and 5″-epi-C (4), bearing a cyclohexenone ring or a heavily oxygenated six-membered ring and a vinyl chloride structural motif was developed. The key s
Synthetic studies of the HIV-1 protease inhibitive didemnaketals: Stereocontrolled synthesis of an ester side chain
Zhao, Xue Zhi,Tu, Yong Qiang,Peng, Lei,Li, Xue Qiang,Jia, Yan Xing
, p. 3713 - 3716 (2007/10/03)
The stereocontrolled synthesis of the C1-C8 portion, the ester side chain of the HIV-1 protease inhibitive didemnaketals from the ascidian Didemnum sp., has been carried out through 15 steps starting from (S)-carvone as the chiral template. This approach involved the diastereoselective construction of three conjoint chiral centers by intramolecular chiral inducement, and generation of allylic alcohol intermediate through a key Grob fragmentation reaction.
Thiol/Diselenide Exchange for the Generation of Benzeneselenolate Ion. Catalytic Reductive Ring-Opening of α,β-Epoxy Ketones
Engman, Lars,Stern, David
, p. 5179 - 5183 (2007/10/02)
In the presence of N-acetylcysteine sodium salt, benzeneselenolate ion was generated in situ from diphenyl diselenide via thiol/diselenide and thiol/selenenyl sulfide exchange in aqueous methanol under mild conditions.Benzeneselenolate ion thus formed was efficiently alkylated and arylated to afford alkyl phenyl selenides and aryl phenyl selenides, respectively. α,β-Epoxy ketones were catalytically reduced by benzeneselenolate ion to afford β-hydroxy ketones (aldols) in good yields.The stereospecificity of the reaction was demonstrated in the preparation of optically active β-hydroxy ketones from chiral α,β-epoxy ketones.
ORGANOSELENIUM-MEDIATED REDUCTION OF α,β-EPOXY KETONES TO β-HYDROXY KETONES: A NEW ACCESS TO INTER- AND INTRAMOLECULAR ALDOLS
Miyashita, Masaaki,Suzuki, Toshio,Yoshikoshi, Akira
, p. 4293 - 4296 (2007/10/02)
The organoselenium-mediated reduction of α,β-epoxy ketones has been demonstrated to be a promising entry to a variety of cyclic and acyclic aldols.