82065-19-8Relevant academic research and scientific papers
Diastereoselective synthesis of 2,4-disubstituted tetrahydropyranols and ethers via a prins-type cyclization catalyzed by scandium triflate
Zhang, Wen-Chun,Li, Chao-Jun
, p. 2403 - 2411 (2000)
The reaction of aldehydes with homoallylic alcohols catalyzed by scandium triflate gives rise to the formation of 2-substituted tetrahydropyran-4-ols and ethers in good overall yields and with 'all-cis' configurations and high diastereoselectivities. The
Direct formation of tetrahydropyranols via catalysis in ionic liquid
Keh, Charlene C.K,Namboodiri, Vasudevan V,Varma, Rajender S,Li, Chao-Jun
, p. 4993 - 4996 (2002)
Utilizing a simple homoallyl alcohol and an aldehyde in the presence of a catalytic amount of cerium triflate, the direct stereoselective formation of tetrahydropyranol derivatives in ionic liquid is reported.
Scandium triflate catalyzed in situ Prins-type cyclization: Formations of 4-tetrahydropyranols and ethers
Zhang, Wen-Chun,Viswanathan, Ganapathy S.,Li, Chao-Jun
, p. 291 - 292 (1999)
The reaction of aldehydes with homoallyl alcohols catalyzed by scandium triflate generates tetrahydropyran-4-ol and ethers in good yields.
Identification of a novel and orally available benzimidazole derivative as an NPY Y5 receptor antagonist with in vivo efficacy
Tamura, Yuusuke,Omori, Naoki,Kouyama, Naoki,Nishiura, Yuji,Hayashi, Kyouhei,Watanabe, Kana,Yukioka, Hideo,Sato, Hiroki,Okuno, Takayuki,Tanaka, Yukari,Chiba, Takeshi
, p. 6554 - 6558,5 (2012/12/12)
Optimization of lead compound 2 is described, mainly focusing on modification at the C-2 position of the benzimidazole core. Replacement of the phenyl linker of 2 with saturated rings resulted in identification of compound 8b which combines high Y5 recept
Investigation of Prins reaction for the synthesis of 2, 4-disubstituted tetrahydropyran derivatives and 1, 3-dioxanes using polyaniline supported acid as reusable catalyst
Borah, Kalyan Jyoti,Borah, Ruli
experimental part, p. 623 - 630 (2012/07/14)
The Prins cyclization of homoallyl alcohol with a variety of aldehydes were observed under reflux condition in dichloromethane using both polyaniline supported TsOH (PANI-TsOH) and FeCl3 (PANI- FeCl3) as reusable acid catalysts with the formation of 2,4-disubstituted tetrahydropyran ether as single product. In case of 4-, 3- and 2- nitro benzaldehydes, the reaction generated acetal of the aldehyde and homoallylic alcohol as single product. Additionally, both catalysts were investigated for the synthesis of 1, 3-dioxane in dichloromethane under reflux and at ambient temperature Indian Academy of Sciences.
NOVEL PIPERIDINYL-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONES AS M1 AGONISTS
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Page/Page column 36, (2009/11/29)
The present invention relates to novel M1 agonistic compounds of the present invention and their use in the treatment of cognitive impairment associated i.a. with schizophrenia and in the treatment of other diseases mediated by the muscarinic M1 receptor.
The 'aqueous' Prins cyclization: A diastereoselective synthesis of 4-hydroxytetrahydropyran derivatives
Yadav, Jhillu S.,Subba Reddy, Basi V.,Narayana Kumar, Gunda G. K. S.,Aravind, Seema
, p. 395 - 400 (2008/09/20)
Phosphomolybdic acid (H3PMo12O40, a heteropoly acid) is found to catalyze efficiently the Prins cyclization of homoallylic alcohols with aldehydes in water at room temperature to provide tetrahydropyran-4-ol derivatives in high yields with all cis-selectivity. Only cyclic ketones can give spirocyclic products. The use of phosphomolybdic acid in water makes this procedure simple, more convenient, cost-effective, and environmentally friendly. Georg Thieme Verlag Stuttgart.
Bismuth triflate catalyzed prins-type cyclization in ionic liquid: Synthesis of 4-tetrahydropyranol derivatives
Murty,Rajasekhar,Harikrishna,Yadav
, p. 104 - 106 (2008/04/05)
The reaction of aldehydes with homoallylic alcohols in the presence of catalytic amount of bismuth triflate in [bmim]PF6generates 4-tetrahydropyranol derivatives in excellent yield and with high diastereoselectivity.
New Oxetane and Tetrahydropyran Synthesis
Bird, C.W.,Hormozi, N.
, p. 1777 - 1780 (2007/10/02)
The base catalysed rearrangement of the benzyl ethers of oxiranylcarbinols and their homologues provides convenient routes to oxetan-3-ylcarbinols and tetrahydropyran-4-ols.
