(-)-Sparteine-mediated metalation of ferrocenesulfonates. The first case of double asymmetric induction of ferrocene planar chirality.

(-)-Sparteine-mediated metalation of ferrocenesulfonates. The first case of double asymmetric induction of ferrocene planar chirality.
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(-)-金雀花碱介导的二茂铁磺酸盐金属化。

DOI:
10.1021/ol025963c
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发表时间:
2002
期刊:
影响因子:
5.2
通讯作者:
V. Snieckus
V. Snieckus
中科院分区:
化学1区
文献类型:
--
作者:
C. Metallinos;V. Snieckus

文献摘要

被引文献

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[反应:通过一个匹配的手性定向金属化基团(DMG)/(-)-金雀花碱相互作用,展示了一个诱导平面手性的新过程。因此,(-)-薄荷基二茂铁磺酸盐(8b)与(-)-金雀花碱的s-BuLi金属化构成匹配对,导致2-甲酰基产物10a中dr的扩增。
[reaction: see text] A new process for induction of planar chirality via a matched chiral-directed metalation group (DMG)/(-)-sparteine interaction is demonstrated. Thus, s-BuLi metalation of (-)-menthylferrocenesulfonate (8b) with (-)-sparteine constitutes a matched pair resulting in amplification of the dr in the 2-formyl product 10a.