The Propargyl Rearrangement to Functionalised Allyl-Boron and Borocation Compounds.
The Propargyl Rearrangement to Functionalised Allyl-Boron and Borocation Compounds.
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DOI：
10.1002/chem.201602719
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发表时间：
2016-10
期刊：
影响因子：
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通讯作者：
Lewis C Wilkins;J. R. Lawson;Philipp Wieneke;F. Rominger;A. Hashmi;M. Hansmann;Rebecca L. Melen
中科院分区：
文献类型：
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作者：
Lewis C Wilkins;J. R. Lawson;Philipp Wieneke;F. Rominger;A. Hashmi;M. Hansmann;Rebecca L. Melen
已经合成了各种各样的刘易斯酸性烷基、乙烯基和芳基硼烷和硼鎓化合物，它们能够通过选择性迁移基团转移形成新的碳-碳键。利用一系列杂配硼烷[PhB（C6 F5）2（1）、PhCH 2 CH 2 B（C6 F5）2（2）和E-B（C6 F5）2（C6 F5）C=C（I）R（R=Ph 3 a，nBu 3 B）]和硼鎓阳离子[苯基喹啉硼鎓阳离子（[QOBPh][AlCl 4]，4）]，已经表明，这些硼基化合物能够产生新的烯丙基，硼和硼鎓化合物通过与各种炔丙基酯和氨基甲酸酯进行复杂的重排反应。这些反应在一锅反应中产生高度官能化的、合成上有用的具有实质分子复杂性的硼取代的有机化合物。
A diverse range of Lewis acidic alkyl, vinyl and aryl boranes and borenium compounds that are capable of new carbon-carbon bond formation through selective migratory group transfer have been synthesised. Utilising a series of heteroleptic boranes [PhB(C6 F5 )2 (1), PhCH2 CH2 B(C6 F5 )2 (2), and E-B(C6 F5 )2 (C6 F5 )C=C(I)R (R=Ph 3 a, nBu 3 b)] and borenium cations [phenylquinolatoborenium cation ([QOBPh][AlCl4 ], 4)], it has been shown that these boron-based compounds are capable of producing novel allyl- boron and boronium compounds through complex rearrangement reactions with various propargyl esters and carbamates. These reactions yield highly functionalised, synthetically useful boron substituted organic compounds with substantial molecular complexity in a one-pot reaction.