Llamas Tomás, Arrayás Ramón Gómez, Carretero Juan C
Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco 28049 Madrid, Spain.
Org Lett. 2006 Apr 27;8(9):1795-8. doi: 10.1021/ol060314c.
[reaction: see text] A general protocol for the enantioselective catalytic 1,3-dipolar cycloaddition of azomethine ylides with aryl vinyl sulfones is described. Nearly complete exo selectivity and enantioselectivities up to 85% ee are attained with Cu(CH(3)CN)(4)ClO(4)/Taniaphos as the catalyst system. The resulting enantioenriched 3-sulfonyl cycloadducts are versatile intermediates in the synthesis of 2,5-disubstituted pyrrolidines.
[反应：见正文] 描述了一种用于甲亚胺叶立德与芳基乙烯基砜对映选择性催化1,3-偶极环加成反应的通用方法。以Cu(CH₃CN)₄ClO₄/Taniaphos作为催化体系，可实现几乎完全的外型选择性，对映选择性高达85% ee。所得的对映体富集的3-磺酰基环加成产物是合成2,5-二取代吡咯烷的通用中间体。
