Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Chem Commun (Camb). 2013 Jun 11;49(46):5265-7. doi: 10.1039/c3cc42079e.
The enantioselective synthesis of heavily decorated spirolactams has been accomplished via an arylative or vinylative allene carbocyclisation cascade. Mediated by silver phosphate, a range of allene-linked pro-nucleophiles and aryl or vinyl iodides were reacted in the presence of catalytic Pd(OAc)2 and chiral bis(oxazoline) ligands to afford the spirolactam products in good yields and high enantio- and diastereoselectivities.
通过芳基化或乙烯基化丙二烯的碳环化级联反应,实现了重修饰螺内酰胺的对映选择性合成。在磷酸银的介导下,一系列丙二烯连接的亲核试剂与芳基或乙烯基碘化物在催化量的 Pd(OAc)2和手性双恶唑啉配体的存在下反应,以良好的收率和高对映选择性和非对映选择性得到螺内酰胺产物。