Organocatalyst is an environmentally benign catalyst. Our group[1] and Jørgensen’s group[2] independently discovered that diphenylprolinol silyl ether is an effective organocatalyst in the reaction involving enamine and iminium ion as reactive intermediates. On the other hand, one-pot operations are an effective method for both carrying out several transformations and forming several bonds in a single-pot, while at the same time cutting out several purifications, minimizing chemical waste generation, and saving time. Thus, a one-pot reaction can be not only efficient, but also green and environmentally friendly, and “poteconomy” should be considered in planning a synthesis.[3] We have been investigating the application of this organocatalyst to the one-pot synthesis of biologically active molecules. Quinine is one of the cinchona alkaloids. It is an important antimalarial medication, and its derivatives are used not only as ligands of asymmetric metal catalysts, but also as effective asymmetric organocatalysts. Thus, it is important to develop an efficient method for the synthesis of quinine. Using diphenylprolinol silyl ether-mediated asymmetric Michael reaction, we can construct a chiral piperidine skeleton with excellent diastereo- and enantioselectivities by three component coupling reaction in a single reaction vessel. By employing one-pot reactions as much as possible, we have accomplished a five pot synthesis of (–)-quinine. [4]