- Copper-catalyzed radical oxytrifluoromethylation of alkenyl oximes at ambient temperature
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A mild and efficient copper-catalyzed radical oxytrifluoromethylation reaction of alkenyl oximes was successfully developed. The method provides a straightforward access to a wide range of CF3-containing isoxazolines in good to excellent yields.
- Li, Xi-Tao,Lv, Ling,Gu, Qiang-Shuai,Liu, Xin-Yuan
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supporting information
p. 6041 - 6046
(2018/09/11)
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- Enantioselective desymmetrization of cyclopropenes by hydroacylation
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We report an enantioselective desymmetrization of cyclopropenes by intermolecular Rh-catalyzed hydroacylation. Cyclopropylketones, bearing quaternary stereocenters, are produced with diastereocontrol (up to >20:1) and excellent enantiomeric excess (up to >99 ee).
- Phan, Diem H. T.,Kou, Kevin G. M.,Dong, Vy M.
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supporting information; experimental part
p. 16354 - 16355
(2011/02/24)
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- Enzymatic kinetic resolution of 1-(3′-furyl)-3-buten-1-ol and 2-(2′-furyl)-propan-1-ol
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The enzymatic kinetic resolution of the racemic alcohols 1-(3′-furyl)-3-buten-1-ol (±)-1 and 2-(2′-furyl)propan-1-ol (±)-2 was investigated by screening a range of lipases and esterases for enantioselective transacylation, as well as for enantioselective hydrolysis. For both alcohols, lipase-catalyzed hydrolysis of the derived racemic acetate gave the best results for accessing the desired (S)-enantiomers. In the case of the secondary alcohol (±)-1, ASL turned out to be the optimum enzyme, whereas PPL was found to be superior in the case of the primary alcohol (±)-2. Additionally, an alternative access to (S)-2 via Oppolzer's camphor sultam methodology is described.
- Bierstedt, Anja,Stoelting, Joern,Froehlich, Roland,Metz, Peter
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p. 3399 - 3407
(2007/10/03)
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- The Stereochemistry of Rearrangements of Aryl and Hetaryl Groups to Primary Carbenic Centers
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The products and stereochemistries of carbenic decompositions of varied 2-aryl-1-diazoalkanes and 1-diazo-2-(2-hetaryl)propanes have been determined.
- Slack, W. E.,Taylor, W.,Moseley, C. G.,Chang, K. T.,Kraska, A.,et al.
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p. 2647 - 2650
(2007/10/02)
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- UNEXPECTED REGIOSELECTIVE DIELS-ALDER CYCLOADDITION REACTIONS BETWEEN 3-FLUOROBENZYNE AND 2-ALKYLFURANS
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The Diels-Alder reaction between 3-fluorobenzyne (1) and 2-alkylfurans (2) gives a mixture of syn adduct 3 and anti adduct 4.The syn cycloadduct invariably predominates and the regioselectivity increases in the order: R= Me Et i-Pr t-Bu, to a maximum of 90percent syn adduct 3d for 2-tert-butylfuran.These results are rationalized in terms of a concerted nonsynchronous transition state that reflects an alkyl steric effect and a polarized aryne 1.
- Gribble, Gordon W.,Keavy, Daniel J.,Branz, Stephen E.,Kelly, William J.,Pals, Mark A.
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p. 6227 - 6230
(2007/10/02)
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