Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
J Am Chem Soc. 2011 Aug 3;133(30):11454-7. doi: 10.1021/ja204080s. Epub 2011 Jul 11.
Palladium-catalyzed hydroalkylation of allylic amine derivatives by alkylzinc reagents is reported. This reductive cross-coupling reaction yields anti-Markovnikov products using a variety of allylic amine protecting groups. Preliminary mechanistic studies suggest that a reversible β-hydride elimination/hydride insertion process furnishes the primary Pd-alkyl intermediate, which then undergoes transmetalation followed by reductive elimination to form a new sp(3)-sp(3) carbon-carbon bond.
报道了钯催化的烯丙基胺衍生物与烷基锌试剂的氢烷基化反应。这种还原交叉偶联反应使用各种烯丙基胺保护基得到反马氏加成产物。初步的机理研究表明，可逆的β-氢消除/氢插入过程生成了主要的 Pd-烷基中间体，然后进行转金属化，接着进行还原消除，形成新的 sp(3)-sp(3)碳-碳键。
