130733-86-7Relevant academic research and scientific papers
Efficient oxidative cyclization of 1,6-dienes: A highly diastereoselective entry to substituted tetrahydropyrans
Roth, Stefanie,Stark, Christian B. W.
, p. 6218 - 6221 (2006)
(Chemical Equation Presented) Widely applicable: Substituted tetrahydropyran products can be obtained in good to high yields and excellent diastereoselectivity by oxidative cyclization of 1,6-dienes (see scheme, PG = protecting group). In situ generated r
Remarkable rate acceleration of the solvent-free Baeyer-Villiger reaction on the surface of NaHCO3 crystals for sterically congested cyclic and acyclic ketones
Yakura, Takayuki,Kitano, Tomoko,Ikeda, Masazumi,Uenishi, Jun'ichi
, p. 6925 - 6927 (2002)
Baeyer-Villiger reactions of sterically crowded cyclic and acyclic ketones are remarkably accelerated by carrying out the reactions under solvent-free conditions in the presence of powdered NaHCO3. The corresponding lactones and esters have been obtained in excellent yields.
An Efficient Baeyer-Villiger Approach to 6-(Hydroxymethyl)tetrahydro-2H-pyran-2-one Derivatives
Taylor, Richard J. K.,Wiggins, Karen,Robinson, David H.
, p. 589 - 590 (1990)
An efficient (64percent overall yield) five step preparation of 6-(tert-butyldiphenylsiloxymethyl)tetrahydro-2H-pyran-2-one from ethyl 2-oxocyclopentane carboxylate is reported.
A synthesis of α-lithiated enol ethers from α-arenesulfinyl enol ethers: Ni(0)- and Pd(0)-catalysed coupling of enol triflates and phosphates derived from lactones with sodium arenethiolates gives α-arenesulfanyl enol ethers
Milne, Jacqueline E.,Kocienski, Philip J.
, p. 584 - 592 (2007/10/03)
A three-step synthesis of stable and storable α-benzene-sulfinyl enol ethers from lactones entails (a) conversion of a lactone to an enol triflate or phosphate; (b) Ni(0) and Pd(0) cross-coupling of the enol triflate or phosphate with a sodium arenethiolate to give an α-arenethio enol ether; and (c) oxidation of an arenethio group to a sulfoxide. The α-benzenesulfinyl enol ethers undergo sulfoxide-lithium exchange on reaction with n-BuLi to give α-lithiated enol ethers thus making the α-benzenesulfinyl group a surrogate for the trialkylstannyl group which has hitherto served as the most common precursor to α-lithiated enol ethers.
