An Efficient Approach to Mechanically Planar Chiral Rotaxanes

被引:125
作者
Bordoli, Robert J. [1 ]
Goldup, Stephen M. [1 ]
机构
[1] Queen Mary Univ London, Sch Biol & Chem Sci, London E1 4NS, England
基金
英国工程与自然科学研究理事会;
关键词
ACTIVE-TEMPLATE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; MOLECULAR SHUTTLES; MACROCYCLE; RESOLUTION; CATENANES; KNOTS;
D O I
10.1021/ja412715m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe the first method for production of mechanically planar chiral rotaxanes in excellent enantiopurity without the use of chiral separation techniques and, for the first time, unambiguously assign the absolute stereochemistry of the products. This proof-of-concept study, which employs a chiral pool sugar as the source of asymmetry and a high-yielding active template reaction for mechanical bond formation, finally opens the door to detailed investigation of these challenging targets.
引用
收藏
页码:4817 / 4820
页数:4
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