Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
Angew Chem Int Ed Engl. 2015 Jun 22;54(26):7703-6. doi: 10.1002/anie.201500219. Epub 2015 May 26.
We describe here the design and development of an organocatalytic Prins cyclization. In the presence of a confined chiral imidodiphosphoric acid catalyst, salicylaldehydes react with 3-methyl-3-buten-1-ol to afford highly functionalized 4-methylenetetrahydropyrans in excellent regio- and enantioselectivity. The extreme steric demand of the acid catalyst is key for the success of this transformation.
我们在这里描述了一种有机催化的 Prins 环化反应的设计和开发。在受限的手性双膦酸酯催化剂存在下，水杨醛与 3-甲基-3-丁烯-1-醇反应，以优异的区域和对映选择性得到高官能化的 4-亚甲基四氢吡喃。酸催化剂的极端空间需求是这种转化成功的关键。
