EcoTopia Science Institute, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603, Japan.
Org Lett. 2011 Jun 17;13(12):3130-3. doi: 10.1021/ol201032t. Epub 2011 May 19.
Chiral Lewis base-assisted Brønsted acids (Chiral LBBAs) have been designed as new organocatalysts for biomimetic enantioselective cyclization. A salt of a chiral phosphonous acid diester with FSO(3)H catalyzes the enantioselective cyclization of 2-geranylphenols to give the desired trans-fused cyclized products with high diastereo- and enantioselectivities (up to 98:2 dr and 93% ee).
手性路易斯碱辅助的布朗斯台德酸(Chiral LBBAs)已被设计为仿生对映选择性环化的新型有机催化剂。具有 FSO(3)H 的手性膦酸二酯盐催化 2-香叶基苯酚的对映选择性环化,以高非对映选择性和对映选择性(高达 98:2 dr 和 93%ee)得到所需的反式稠合环化产物。