65756-04-9Relevant academic research and scientific papers
Dual Activation of Unsaturated Amides with Schwartz's Reagent: A Diastereoselective Access to Cyclopentanols and N,O-Dimethylcyclopentylhydroxylamines.
Coelho, Aurélien,Souvenir Zafindrajaona, Mahasoa-Salina,Vallée, Alexis,Behr, Jean-Bernard,Vasse, Jean-Luc
supporting information, (2021/12/06)
The diastereoselective access to cyclopentanols and N,O-dimethylcyclopentylhydroxylamines from 4-pentenoic acid-derived Weinreb amides is described. Based on the concomitant generation of both the nucleophilic and the electrophilic poles by hydrozirconati
Lithium BINOL phosphate catalyzed desymmetrization of meso-epoxides with aromatic thiols
Ingle, Gajendrasingh,Mormino, Michael G.,Antilla, Jon C.
supporting information, p. 5548 - 5551 (2015/02/19)
A highly enantioselective method for desymmetrization of meso-epoxides using thiols is reported. This is the first example of epoxide activation achieved using metal BINOL phosphates. The reaction has a broad scope in terms of epoxide substrates and aroma
Highly enantioselective kinetic resolution of trans-2-(phenylthio) cyclohexanol derivatives by immobilized Candida antartica B lipase
Chimni, Swapandeep Singh,Kaur, Kirandeep,Bala, Neeraj
, p. 67 - 74 (2013/10/22)
Candida antartica B (immobilized CAL-B) mediated resolutions of trans-2-(phenylthio)cyclohexanol derivatives using vinyl acetate as acylating agent and MTBE as solvent provide excellent enantioselectivity (up to >99%) and high yield of both the enantiomer
Borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium
Gao, Peng,Xu, Peng-Fei,Zhai, Hongbin
scheme or table, p. 6536 - 6538 (2009/04/06)
A convenient, economical, and practical protocol for borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium has been developed, which has greatly expanded the utility scope of borax in organic synthesis.
Enantioselective ring-opening reaction of meso-epoxides with ArSH catalyzed by a C2-symmetric chiral bipyridyldiol-titanium complex
Chen, Yi-Jing,Chen, Chinpiao
, p. 1313 - 1319 (2008/02/09)
This study describes a C2-symmetric ligand comprising a central bipyridine-pinene-derived core and two functionalized diphenylmethanol subunits. [8′-(Hydroxy-diphenyl-methyl)-10,10,10′,10′-tetramethy l-[5,5′]bi[6-aza-tricyclo[7.1.1.02,7/s
Thiolysis of 1,2-epoxides by thiophenol catalyzed under solvent-free conditions
Fringuelli, Francesco,Pizzo, Ferdinando,Tortoioli, Simone,Vaccaro, Luigi
, p. 6785 - 6787 (2007/10/03)
Thiolysis of alkyl- and aryl-1,2-epoxides was investigated under solvent-free conditions in the presence of Lewis and Br?nsted acid and base catalysts (InCl3, p-TsOH, n-Bu3P, K2CO3). Five mol% of catalyst was su
Efficient ring-opening reaction of epoxides and aziridines promoted by tributylphosphine in water
Fan, Ren-Hua,Hou, Xue-Long
, p. 726 - 730 (2007/10/03)
Tributylphosphine was found to be an effective promoting reagent for the ring-opening reaction of various epoxides and aziridines with nucleophile to produce corresponding anti-bifunctional products in moderate to excellent yields in water.
Highly efficient cleavage of epoxides catalyzed by B(C6F5)3
Chandrasekhar,Raji Reddy,Nagendra Babu,Chandrashekar
, p. 3801 - 3803 (2007/10/03)
A highly effective protocol for ring opening of epoxides with allyl and propargyl alcohols, aniline and thiophenol in the presence of catalytic amounts of B(C6F5)3 has been developed. Benzyl, tetrahydropyranyl, tert-butyld
InCl3-catalyzed highly regioselective ring opening of epoxides with thiols
Yadav,Reddy,Baishya, Gakul
, p. 906 - 907 (2007/10/03)
Epoxides react smoothly with thiols in the presence of 10 mol% InCl3 under very mild conditions to afford the corresponding β-hydroxy sulfides in high yields with high regioselectivity. Similar yields and selectivity are also obtained with cata
Tetrathiomolybdate assisted epoxide ring opening with masked thiolates and selenoates: Multistep reactions in one pot
Devan, Naduthambi,Sridhar, Perali Ramu,Prabhu, Kandikere Ramaiah,Chandrasekaran, Srinivasan
, p. 9417 - 9420 (2007/10/03)
Tetrathiomolybdate provides an easy access to β-hydroxy disulfides, β-hydroxy sulfides, and selenides from epoxides in a tandem, multistep process in one pot. This strategy has been utilized effectively in the construction of thiabicylo[3.2.2]nonane derivative 24.
