、 三丁基氯化锡 在
N-methylpiperazide 、 t-BuLi 作用下,
以
not given 为溶剂,
以82%的产率得到
参考文献:
名称:
Selective Functionalization of Chiral Ferrocenyl Acetals. Easy Access to Various Tri- and Tetrasubstituted Ferrocenes with Controlled Geometry
摘要:
The lithiation of 2-substituted chiral dioxane 2, followed by electrophilic trapping of the lithiated intermediate, yields various 1,5-disubstitued acetals with good yields and excellent control of the geometry. These acetals can be easily hydrolyzed into various 1,5-disubstitued ferrocenecarboxaldehydes (in an enantiomerically pure form if the two substituents are different), which can be furthermore substituted on the other Cp ring to yield unprecedented 2,5, 1'-ferrocenecarboxaldehydes (in an enantiomerically pure form if they are chiral). The three substituents on ferrocenecarboxaldehyde can be different: this is, to the best of our knowledge, the first example of enantiomerically pure 1,2,3,1'-tetrasubstituted ferrocene with planar chirality only.
Selective Functionalization of Chiral Ferrocenyl Acetals. Easy Access to Various Tri- and Tetrasubstituted Ferrocenes with Controlled Geometry
摘要:
The lithiation of 2-substituted chiral dioxane 2, followed by electrophilic trapping of the lithiated intermediate, yields various 1,5-disubstitued acetals with good yields and excellent control of the geometry. These acetals can be easily hydrolyzed into various 1,5-disubstitued ferrocenecarboxaldehydes (in an enantiomerically pure form if the two substituents are different), which can be furthermore substituted on the other Cp ring to yield unprecedented 2,5, 1'-ferrocenecarboxaldehydes (in an enantiomerically pure form if they are chiral). The three substituents on ferrocenecarboxaldehyde can be different: this is, to the best of our knowledge, the first example of enantiomerically pure 1,2,3,1'-tetrasubstituted ferrocene with planar chirality only.