Chandler Carley, Galzerano Patrizia, Michrowska Anna, List Benjamin
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany.
Angew Chem Int Ed Engl. 2009;48(11):1978-80. doi: 10.1002/anie.200806049.
Double-cross: Proline catalyzes the double Mannich reaction of acetaldehyde with N-Boc imines in excellent yields (up to 99 %; Boc = tert-butoxycarbonyl) and close to perfect diastereo- and enantioselectivities. Depending on the choice of catalysts, both the chiral, pseudo-C(2)-symmetric diastereomer and the corresponding meso compound can be prepared. Cross double Mannich reactions of acetaldehyde with two different imines are also demonstrated.
脯氨酸能高效地催化乙醛与N - 叔丁氧羰基亚胺的双曼尼希反应（产率高达99%；Boc = 叔丁氧羰基），并且非对映选择性和对映选择性近乎完美。根据催化剂的选择，可以制备出手性、具有拟C(2)对称性的非对映异构体以及相应的内消旋化合物。还展示了乙醛与两种不同亚胺的交叉双曼尼希反应。
