10359-02-1Relevant articles and documents
Asymmetric synthesis of tetrahydrolipstatin and valilactone
Case-Green, Stephen C.,Davies, Stephen G.,Roberts, Paul M.,Russell, Angela J.,Thomson, James E.
experimental part, p. 2620 - 2631 (2009/04/06)
The highly diastereoselective aldol reaction between acyl complexes of the iron chiral auxiliary [(η5-C5H5)Fe(CO)(PPh3)] and β-hydroxy aldehydes (obtained via a Noyori asymmetric hydrogenation), followed by a tandem oxidative decomplexation-cyclisation process gives access to β-substituted and α,β-disubstituted β-lactones in high ee. This methodology has been employed in the asymmetric syntheses of tetrahydrolipstatin and valilactone.
Cationic palladium(II) complex-catalyzed [2 + 2] cycloaddition and tandem cycloaddition-allylic rearrangement of ketene with aldehydes: An improved synthesis of sorbic acid
Hattori, Tetsutaro,Suzuki, Yutaka,Uesugi, Osamu,Oi, Shuichi,Miyano, Sotaro
, p. 73 - 74 (2007/10/03)
Cationic palladium(II) complexes [PdL2(PhCN)2](BF4)2 efficiently catalyze the [2 + 2] cycloaddition of ketene with aldehydes to give the corresponding oxetan-2-ones, among which 4-vinyl-substituted ones are further isomerized under the conditions to give 3,6-dihydro-2H-pyran-2-ones in good yields.
Asymmetric Cycloaddition of Ketene with Aldehydes catalysed by Chiral Bissulfonamide-Trialkylaluminium Complexes
Tamai, Yasufumi,Yoshiwara, Hideki,Someya, Masahiro,Fukumoto, Jun,Miyano, Sotaro
, p. 2281 - 2282 (2007/10/02)
Asymmetric cycloaddition of ketene with the aldehydes 1a-g, catalysed by 10 molpercent of C2-symmetric bissulfonamide 2a-c-R3Al complexes afforded optically active 4-substituted oxetan-2-ones 3a-g in up to 74percent enantiomeric excess.