66022-22-8Relevant academic research and scientific papers
Synthesis of conjugated γ- and δ-lactones from aldehydes and ketones via a vinylation(allylation)-ring closing metathesis-oxidation sequence
Marco, J. Alberto,Carda, Miguel,Rodríguez, Santiago,Castillo, Encarnación,Kneeteman, María N.
, p. 4085 - 4101 (2007/10/03)
Nucleophilic C-vinylation and C-allylation of aldehydes and ketones followed by O-allylation of the obtained carbinols gave the corresponding allyl or homoallyl ethers, respectively. Ring-closing metathesis of these compounds afforded in many cases cyclic ethers (dihydrofurans and dihydropyrans, respectively) bearing disubstituted and trisubstituted C=C bonds. These were then subjected to allylic oxidation to yield conjugated γ- and δ-lactones. Reasons for the observed failures are presented and discussed.
Tin(II) trifluoromethanesulfonate-catalyzed highly selective synthesis of 2-substituted 4-methylenetetrahydropyrans from trimethyl{2-[2-(trimethylsiloxy)ethyl]allyl}silane and acetals
Oriyama,Ishiwata,Suzuki
, p. 569 - 570 (2007/10/03)
A variety of 2-substituted 4-methylenetetrahydropyrans are easily produced by the reaction of acetals with trimethyl{2-[2-(trimethylsiloxy)ethyl]allyl}silane under the influence of a catalytic amount of tin(II) trifluoromethanesulfonate.
Synthesis of conjugated γ- and δ-lactones from aldehydes and ketones via a vinylation/allylation-ring closing metathesis-oxidation sequence
Carda, Miguel,Castillo, Encarnación,Rodríguez, Santiago,Uriel, Santiago,Marco, J. Alberto
, p. 1639 - 1641 (2007/10/03)
Nucleophilic C-vinylation or C-allylation of aldehydes and ketones followed by O-allylation of the obtained carbinols gave the corresponding allyl ethers. Ring-closing metathesis of the latter afforded cyclic ethers (dihydrofurans and dihydropyrans, respectively) which were then subjected to allylic oxidation to yield conjugated γ- and δ-lactones.
CONDENSATION OF3-METHYL-3-BUTEN-1-OL WITH SOME KETONES
Ibatullin, U. G.,Petrushina, T. F.,Nurtdinova, Z. M.,Popov, Yu. N.,Safarov, M. G.
, p. 700 - 702 (2007/10/02)
The reaction of 3-methyl-3-buten-1-ol with acetophenone and benzalacetone affords a mixture of isomeric 2-methyl-2-aryldi- and tetrahydropyrans, the composition of which was ascertatined by chromatography-mass spectrometry.
