67113-14-8Relevant articles and documents
High stereoselectivity in chelation-controlled intermolecular Heck reactions with aryl chlorides, vinyl chlorides and vinyl triflates
Datta, Gopal K.,Larhed, Mats
, p. XX674-676 (2008/09/17)
Highly stereoselective chelation-controlled Pd(0)-catalyzed β-arylations and β-vinylations of a five-membered chiral, pyrrolidine-based vinyl ether were achieved using aryl- and vinyl chlorides as substrates, yielding quaternary 2-aryl/vinyl-2-methyl cyclopentanones in 89-96% ee under neutral reaction conditions. This journal is The Royal Society of Chemistry.
Enantioselective synthesis of 2-alkyl-2-aryl cyclopentanones by asymmetric epoxidation of tetrasubstituted cyclobutylidene olefins and epoxide rearrangement
Shen, Yu-Mei,Wang, Bin,Shi, Yian
, p. 5455 - 5458 (2007/10/03)
This letter describes a highly enantioselective epoxidation of tetrasubstituted benzylidenecyclobutanes using glucose-derived ketone as catalyst and oxone as oxidant. The Et2AlCl promoted rearrangement of the resulting epoxides provides 2-alkyl
Enantioselective Synthesis of Polyfunctional Small Building Blocks with a Quaternary Stereogenic Center
Enders, Dieter,Zamponi, Andreas,Schaefer, Thomas,Nuebling, Christoph,Eichenauer, Herbert,et al.
, p. 1707 - 1722 (2007/10/02)
Application of the SAMP-/RAMP-hydrazone method offers an efficient and flexible access to compounds with a quaternary stereogenic center.Examples bearning silyl, thio, phenyl, aldo, keto, ester, and alkyl functionalities are described.The 2-phenylaldehydes and -ketones and the β-keto esters 4 were obtained in good overall yields and with variable enantiomeric excesses.The synthesis of the thiolated 2-formyl and 3-formyl carboxylic esters 12 was achieved in high overall yields and with high enantiomeric excesses.The silylated carboxylic ester and acids 16 were produced in moderate to high overall yields and with moderate to excellent enantiomeric excesses, depending on the electrophile used for the quaternization.The absolute configurations of the compounds 12 and 16 were determined by X-ray structure analyses, and the mechanism of the quaternization is postulated. - Key Words: Asymmetric synthesis / SAMP,RAMP-Hydrazones