Bifunctional AgOAc-catalyzed asymmetric [3 + 2] cycloaddition of azomethine ylides.
نویسندگان
چکیده
[reaction: see text] A bifunctional AgOAc-catalyzed asymmetric cycloaddition of azomethine ylides with electronic-deficient alkenes was developed using ferrocenyloxazoline-derived N,P ligands. The reactive metal-bound azomethine ylide dipole is formed by the deprotonation with acetate, and extra base is not necessary. The reactions proceed with high enantioselectivity. This method provides an efficient and convenient route to optically active pyrrolidine derivatives.
منابع مشابه
AgOAc catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with chiral ferrocene derived P,S ligands
Ferrocene derived P,S-heterodonor ligands were effectively used in AgOAc catalyzed asymmetric cycloaddition of azomethine ylides. The roles of planar chirality and electronic properties of the phosphorous substituents have been examined, and up to 93% ee was obtained. 2007 Elsevier Ltd. All rights reserved. The 1,3-dipolar cycloaddition reaction has become a powerful synthetic tool, providing a...
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ورودعنوان ژورنال:
- Organic letters
دوره 7 22 شماره
صفحات -
تاریخ انتشار 2005