Allyltri-n-butyltin, 97%
化学性质
应用
Allyltri-n-butyltin acts as an allylation reagent for aldehydes catalyzed by chiral Lewis acids and ytterbium(III) trifluoromethanesulfonate. It is also used to prepare homoallylic alcohols with trichloro-1,3,5-triazene. Further, it plays an important role for tetrakis(triphenylphosphine)palladium(0) catalyzed coupling reaction with iodoquinones and allyl acetates.
注释
参考文献
Widely used nucleophilic, non-basic allylating agent.
Couples with primary or secondary alkyl halides under free-radical conditions: J. Am. Chem. Soc., 104, 5829 (1982); Bull. Chem. Soc. Jpn., 56, 24801 (1983).
Lewis acid-catalyzed stereoselective addition to aldehydes gives homoallylic alcohols: Chem. Lett., 919 (1979); Tetrahedron Lett., 25, 265, 1879 (1984); Synlett, 1694 (2002). For chemoselective allylation of aldehydes in the presence of ketones, see: Tetrahedron Lett., 36, 3723 (1995). In the presence of TI(O-i-Pr)4 and BINOL, enantioselective allylation of ketones can be accomplished with high ee: Tetrahedron: Asym., 11, 4163 (2000).
Similarly, homoallylamines are formed from aldimines with TiCl4 or BF3 etherate: J. Org. Chem., 50, 146 (1985). For allylation of quinones, see p-Benzoquinone, A13162.
Lumbroso, A.; Catak, S.; Sulzer-Mossé, S.; Mesmaeker, A. D. Efficient access to functionalized cyclobutanone derivatives using cyclobuteniminium salts as highly reactive Michael acceptors. Tetrahedron Lett. 2015, 56 (19), 2397-2401.
Rajesh, A.; Sharma, G. V. M.; Damera, K. Toward the stereoselective synthesis of C1-C23 fragment of spirastrellolide B. Tetrahedron Lett. 2014, 55 (30), 4067-4070.
GHS危险和防护声明
危险说明(欧盟):H301-H312-H315-H319-H372-H410
Toxic if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. Causes damage to organs through prolonged or repeated exposure. Very toxic to aquatic life with long lasting effects.
防范说明:P264b-P270-P280-P301+P310-P302+P352-P305+P351+P338-P312-P330-P362-P405-P501c
Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Wash with plenty of soap and water. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. Take off contaminated clothing and wash before reuse. Store locked up. Dispose of contents/ container to an approved waste disposal plant
其他参考资料
文件
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质量分析报告(COA)
产品说明书