The inexpensive additive <i>N</i>
-methylmorpholine effectively decreases the equivalents of nucleophiles in the catalytic highly enantioselective arylation of aryl aldehydes
作者:Pei Wang、Yue Liu、Ya-Lun Zhang、Chao-Shan Da
DOI:10.1002/chir.22709
日期:2017.8
Highlyenantioselectivearylation of arylaldehydes catalyzed by (S)‐H8‐BINOL‐Ti(Oi‐Pr)2 complex in the presence of N‐methylmorpholine (NMM) as an effective and inexpensiveadditive is described for the first time. We found high enantioselectivity and yield but successfully reduced the equivalents of nucleophiles triarylaluminums by 50% compared with our previous report. The practicability of the process
首次描述了在有效的,廉价的N-甲基吗啉存在下,由(S)-H 8 -BINOL-Ti(O i - Pr)2络合物催化的芳醛的高度对映选择性芳基化反应。我们发现对映选择性和产率很高,但与我们以前的报告相比,亲核试剂三芳基铝的当量成功降低了50%。由此大大提高了该方法的实用性。
Sequential Retro-Ene Arylation Reaction of <i>N</i>-Alkoxyenamides for the Synthesis of <i>tert</i>-Alkylamines
A sequential retro-ene arylation reaction has been developed for the conversion of N-alkoxyenamides to the corresponding tert-alkylamines in good yields via the nucleophilic addition of a triarylaluminum reagent to an in situ generated N-acylketimine. The reaction is tolerant of a range of functional groups and provides facile access to a series of tert-alkylamines that would be otherwise difficult to access using conventional procedures.
Nesmejanow; Nowikowa, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1942, p. 372,374,380