Efficient catalytic enantioselective synthesis of unsaturated amines: Preparation of small- and medium-ring cyclic amines through Mo-catalyzed asymmetric ring-closing metathesis in the absence of solvent

被引:91
作者
Dolman, SJ
Sattely, ES
Hoveyda, AH [1 ]
Schrock, RR
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
[2] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA
关键词
D O I
10.1021/ja012534l
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first catalytic asymmetric ring-closing metathesis method for the synthesis of N-containing heterocycles is reported; this is accomplished through Mo-catalyzed kinetic resolution or desymmetrization of unsaturated amines. Importantly, this catalytic asymmetric method delivers medium-ring unsaturated amines (including eight-membered rings) in high yield, with exceptional enantioselectivity and without the need for solvents. These enantioselective reactions can be effected by catalysts prepared in situ from commercially available reagents.
引用
收藏
页码:6991 / 6997
页数:7
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