158070-12-3Relevant academic research and scientific papers
Synthesis of Nitrogen- And Oxygen-Containing Heterocycles by Prins Cyclization in Continuous Flow
Talavera-Alemán, Armando,Marrot, Jérome,Dagousset, Guillaume,Thomassigny, Christine
, p. 1478 - 1488 (2020/12/22)
Aza-silyl-Prins and oxa-Prins cyclization reactions in continuous-flow chemistry are described for the synthesis of the corresponding tetrahydropyridines and pyran derivatives, respectively. In particular, the use of pyridine-carboxaldehydes for aza-silyl-Prins reaction led to either a symmetrical triarylmethane or two new bicyclic compounds. 4-Fluorinated-2-substituted tetrahydropyran derivatives were also obtained in the oxa-Prins cyclization with good selectivity in favor of the anti -isomer.
The silyl-Prins reaction: A novel method for the synthesis of dihydropyrans
Dobbs, Adrian P,Martinovi?, Sa?a
, p. 7055 - 7057 (2007/10/03)
Reaction of 4-trimethylsilyl-3-buten-1-ols with aldehydes under mild Lewis acid conditions gives substituted dihydropyrans in excellent yields and with good stereocontrol.
Regioselective Ni(II)-assisted alkylation of 2-methoxy-5,6- dihydro-2H-pyran: A new route to 2-n.alkyl-5,6-dihydro-2H-pyrans
Guagnano, Vito,Lardicci, Luciano,Malanga, Corrado,Menicagli, Rita
, p. 2025 - 2026 (2007/10/03)
In the presence of a catalytic amount of NidppeCl2, 2-methoxy- 5,6-dihydro-2H-pyran reacts with primary Grignard reagents to give the corresponding 2-n.alkyl-5,6-dihydro-2H-pyrans in satisfactory yields.
The intramolecular silyl-modified sakurai (ISMS) reaction. Synthetic studies towards ambruticine
Marko, Istvan E.,Bayston, Daniel J.
, p. 7141 - 7156 (2007/10/02)
The ISMS reaction has been used to efficiently construct the right-hand portion 3 of the antifungal antibiotic ambruticine 1.
Anodic Cyclization of Unsaturated α-Stannyl Ethers. Termination by Bromide derived from Dibromomethane
Yoshida, Jun-ichi,Takada, Kazunori,Ishichi, Yuji,Isoe, Sachihiko
, p. 2361 - 2362 (2007/10/02)
Anodic oxidation of unsaturated α-stannyl ethers in Bu4NClO4-CH2Br2 results in effective cyclization and the introduction of bromide into one of the original olefinic carbons; a mechanism involving the coupling between the cyclized carbocation and Br- generated by cathodic reduction of CH2Br2 is suggested.
