73041-86-8Relevant academic research and scientific papers
Short and efficient synthesis of (R)-4-hydroxy-4-methyl cyclohexenone
Bueno,Bueno, Ana B.,Carmen Carreno,Carreno, M. Carmen,Garcia Ruano,Ruano, Josel Garcia,Fischer,Fischer, Jean
, p. 3737 - 3740 (1995)
The two steps asymmetric synthesis of the enantiomerically pure (R)-4-hydroxy-4-methylcyclohex-2-en-1-one is reported in a 70% overall yield. The highly stereoselective addition of AlMe3/ZnBr2 to [2S,(S)R]-4,4-ethylenedioxy-2-p-tolyl
Oxodealkenylative Cleavage of Alkene C(sp3)?C(sp2) Bonds: A Practical Method for Introducing Carbonyls into Chiral Pool Materials
Smaligo, Andrew J.,Wu, Jason,Burton, Nikolas R.,Hacker, Allison S.,Shaikh, Aslam C.,Quintana, Jason C.,Wang, Ruoxi,Xie, Changmin,Kwon, Ohyun
supporting information, p. 1211 - 1215 (2019/12/12)
Reported herein is a one-pot protocol for the oxodealkenylative introduction of carbonyl functionalities into terpenes and terpene-derived compounds. This transformation proceeds by Criegee ozonolysis of an alkene, reductive cleavage of the resulting α-alkoxy hydroperoxide, trapping of the generated alkyl radical with 2,2,6,6-tetramethylpiperidin-1-yl (TEMPO), and subsequent oxidative fragmentation with MMPP. Using readily available starting materials from chiral pool, a variety of carbonyl-containing products have been accessed rapidly in good yields.
