在质子酸的存在下,脂族醛与二聚三苯甲基稳定的碳负离子的缩合会生成烯烃。在强酸(例如HCl或CF 3 SO 3 H)的存在下,在所有尝试的情况下,产品均含有> 90%的E-烯烃。当使用乙酸时,则可能主要产生Z-烯烃,特别是在R s CHO和R t CHO的情况下。在所有情况下,HXHCl,CF 3 SO 3 H均会生成E-烯烃。HXCH 3 CO 2 H,使得主要ž -烯烃当Rř秒,R叔。
In the presence of HX, carbanions Mes2BCHLiR1 react with aliphatic aldehydes to give alkenes. The stereochemistry of the product alkene depends upon the nature of HX.
Hindered organoboron groups in organic synthesis. 13. The direct production of ketones from aliphatic aldehydes by a unique variant of the boron-wittig reaction
Pomerantz et al., Journal of Research of the National Bureau of Standards (United States), 1954, vol. 52, p. 59,60
作者:Pomerantz et al.
DOI:——
日期:——
Grignard Reagents and Unsaturated Ethers. V.<sup>1</sup> Mode of Cleavage of α- and γ-Substituted Allyl Ethers by Grignard Reagents<sup>2</sup>
作者:Carl M. Hill、Doris E. Simmons、Mary E. Hill
DOI:10.1021/ja01619a062
日期:1955.7
Hindered organoboron groups in organic chemistry. 25. The condensation of aliphatic aldehydes with dimesitylboryl stabilised carbanions to give alkenes.
作者:Andrew Pelter、Keith Smith、Said M.A. Elgendy
DOI:10.1016/s0040-4020(01)87983-7
日期:1993.8
In the presence of protic acids the condensation of aliphatic aldehydes with dimesitylboryl stabilised carbanions results in alkenes. In the presence of strong acids such as HCl or CF3SO3H, the products contain > 90% of E-alkenes in all cases tried. When acetic acid is used, then Z-alkenes may result predominantly, particularly in the cases of RsCHO and RtCHO. HX HCI, CF3SO3H gives E - alkenes in
在质子酸的存在下,脂族醛与二聚三苯甲基稳定的碳负离子的缩合会生成烯烃。在强酸(例如HCl或CF 3 SO 3 H)的存在下,在所有尝试的情况下,产品均含有> 90%的E-烯烃。当使用乙酸时,则可能主要产生Z-烯烃,特别是在R s CHO和R t CHO的情况下。在所有情况下,HXHCl,CF 3 SO 3 H均会生成E-烯烃。HXCH 3 CO 2 H,使得主要ž -烯烃当Rř秒,R叔。