101514-23-2Relevant articles and documents
New chiral synthon from the PLE catalyzed enantiomeric separation of 6-acetoxy-3-methylCyclohex-2-en-1-one
Tanyeli, Cihangir,Demir, Ayhan S.,Dikici, Emre
, p. 2399 - 2402 (1996)
(±)-6-Acetoxy-3-methylcyclohex-2-en-1-one was resolved by PLE catalyzed hydrolysis to afford (+)-6-hydroxy-3-methylcyclohex-2-en-1-one in > 95% e.e. (+)-6-Hydroxy-3-methylcyclohex-2-en-1-one was transformed to its (S)-O-acetyllactyl ester derivative to de
Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H
Vulovic, Bojan,Kolarski, Dusan,Bihelovic, Filip,Matovic, Radomir,Gruden, Maja,Saicic, Radomir N.
, p. 3886 - 3889 (2016/08/16)
1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold(I)-catalyzed domino-cyclization which affords α-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified
Correction to: Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (Organic Letters (2016) 18: 15 (3886-3889) DOI: 10.1021/acs.orglett.6b
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, p. 5186 - 5187 (2016/10/18)
The wrong enantiomers of (?)-gabosine H (5), (?)-epigabosine H (epi-5) and intermediates 6?10, 11a,b, and 12?22 were drawn in the Abstract, Table of Contents, and Schemes 2?6. The correct structural drawings for these compounds are provided. The corrected
Cleavage of Unsaturated α-Ketols to ω-Oxo-α,β-unsaturated Acids
Floresca, Rey,Kurihara, Masaaki,Watt, David S.,Demir, Ayhan
, p. 2196 - 2200 (2007/10/02)
Sodium periodate is a better reagent than sodium bismutate, manganese dioxide, or lead tetraacetate for the cleavage of unsaturated α-ketols and affords ω-oxo-α,β-unsaturated acids in good yield.The combination of this cleavage reaction and a rhodium(I)-m
Convergence with Mutual Kinetic Resolution. 1. Studies Defining Methodology for the Taxol C/D Ring Fragment and Synthezis of the A Ring Fragment
Lin, James,Nikaido, Madelene M.,Clark, Glenn
, p. 3745 - 3752 (2007/10/02)
4-Exo-tet cyclization gives the alkoxyoxethane of the taxol C/D ring fragment if the tertiary alcohol is protected.Cycloaddition of dichloroketene and 1--2-methylcyclohex-2-ene, a model for the allylic ether 6, succeeds in the presence of DME.The synthesis of the A ring fragment relies on the Diels-Alder reaction of 1-ethoxy-3--2-methyl-1,3-butadiene with ethyl (E)-2-acetoxyacrylate and the axial conjugate addition of a vinyl Normant reagent.
Hypervalent Iodine Oxidation of α,β-Unsaturated Carbonyl Compounds
Tamura, Yasumitsu,Yakura, Takayuki,Terashi, Hiroaki,Haruta, Jun-Ichi,Kita, Yasuyuki
, p. 570 - 577 (2007/10/02)
Oxidation of non-enolizable α,β-unsaturated carbonyl compounds and enolizable β-monosubstituted α,β-unsaturated carbonyl compounds with phenyl iodine(III) diacetate (PIDA) in methanolic potassium hydroxide gave α-hydroxydimethylacetal β-methoxy products,
Oxidation of 2-trimethylsilyloxy-1,3-dienes with triphenyl phosphite ozonide. A regioselective α′-hydroxylation of α,β-unsaturated ketones
Iwata, Chuzo,Takemoto, Yoshiji,Nakamura, Ayatsugu,Imanishi, Takeshi
, p. 3227 - 3230 (2007/10/02)
The present work deals with a novel method for the introduction of hydroxyl group to the α′-carbon of α,β-unsaturated ketones using triphenyl phosphite ozonide.
