Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz

Abstract

<div class="page" title="Page 1"> <div class="layoutArea"> <div class="column"> <p> <span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">The adduct [MeO </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+21'">&rarr; </span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">Bpin</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a+20'">&ndash;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">Bpin]</span><span style="font-size: 6.000000pt; font-family: 'AdvOT8b40f9c2.B+22'; vertical-align: 4.000000pt">&minus; </span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">e</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a+fb'">ffi</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">ciently mediates the </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&beta;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">-bora- tion of </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&alpha;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">,</span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&beta;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">-unsaturated imines formed </span><span style="font-size: 8.000000pt; font-family: 'AdvOT6374a7c9.BI'">in situ</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">. The use of chiral phosphines as additives, and in particular the chiral phosphine (</span><span style="font-size: 8.000000pt; font-family: 'AdvOT6374a7c9.BI'">S</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">)- MeBoPhoz, enables the catalytic asymmetric reaction to proceed with higher enantioselectivity than the analogue copper(</span><span style="font-size: 6.000000pt; font-family: 'AdvOT2c8ce45a'">I</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">) mediated reaction. </span></p> </div> </div> </div> <p> &nbsp;</p>