Potassium allyl- and crotyltrifluoroborates: Stable and efficient agents for allylation and crotylation

Potassium allyl- and crotyltrifluoroborates: Stable and efficient agents for allylation and crotylation
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DOI:
10.1016/s0040-4039(99)00774-1
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发表时间:
1999-06-04
影响因子:
1.8
通讯作者:
Smil, DV
Smil, DV
中科院分区:
化学4区
文献类型:
--
作者:
Batey, RA;Thadani, AN;Smil, DV

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在BF 3存在下,烯丙基和巴豆基三氟硼酸钾与醛迅速反应。Et2O。这些盐对空气和湿气稳定,并且以高产率和高非对映选择性产生加合物。巴豆酰化产物的立体化学与经由烯丙基二氟化硼和Zimmerman-Traxler样过渡态的反应一致。(C)1999 Elsevier Science Ltd.保留所有权利。
Potassium allyl- and crotyltrifluoroborates react rapidly with aldehydes in the presence of BF3. Et2O. These salts are stable to air and moisture, and lead to adducts in high yield and with high diastereoselectivity. The stereochemistry of the crotylated products is consistent with the reaction via allylboron difluoride and a Zimmerman-Traxler like transition state. (C) 1999 Elsevier Science Ltd. All rights reserved.