59061-43-7Relevant academic research and scientific papers
Optical resolution of acyclic α-hydroxy ketone derivatives by inclusion complexation
Matsumoto, Kazutsugu,Okamoto, Tomomi,Otsuka, Keiko
, p. 2051 - 2056 (2007/10/03)
A new method for the preparation of optically active acyclic α-hydroxy ketone derivatives by thermodynamic resolution using a chiral host compound is described. We examined the resolution of racemic 2-benzyloxy-3-pentanone with chiral host compounds in va
Non-carbonyl-stabilized metallocarbenoids in synthesis: The development of a tandem rhodium-catalyzed bamford-stevens/thermal aliphatic claisen rearrangement sequence
May, Jeremy A.,Stoltz, Brian M.
, p. 12426 - 12427 (2007/10/03)
A tandem rhodium-catalyzed Bamford-Stevens/Claisen rearrangement is presented. The tandem reaction uses Eschenmoser hydrazones for the in situ generation of non-carbonyl-stabilized diazo alkanes, which are presumably intercepted by Rh(II) catalysts to induce a 1,2-hydride migration. This sequence provides high levels of stereocontrol for the generation of simple acyclic (Z)-enol ethers. These enol ethers undergo either thermal or Lewis acid accelerated Claisen rearrangements to provide products of high diastereopurity. Also presented are cascade reactions, wherein a third chemical step occurs after the initial tandem sequence (i.e., Bamford-Stevens/Claisen/ene and Bamford-Stevens/Claisen/Cope). Copyright
