Catalytic asymmetric deprotonation using a ligand exchange approach

Catalytic asymmetric deprotonation using a ligand exchange approach
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DOI:
10.1021/ja056026d
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发表时间:
2005-11-30
影响因子:
15
通讯作者:
O'Brien, P
O'Brien, P
中科院分区:
化学1区
文献类型:
--
作者:
McGrath, MJ;O'Brien, P

文献摘要

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已经开发了一种新的催化不对称去质子化亲电捕获的配体交换方法,该方法使用1.3当量的s-BuLi,0.06 - 0.2当量的手性二胺(-)-金雀花碱或(+)-金雀花碱替代物)和1.2当量的非手性bispidine。该方法用一系列的例子来说明,并给出了使用亚化学计量量的手性二胺以良好的收率获得有用的手性产物的对映体。
A novel ligand exchange approach to catalytic asymmetric deprotonation−electrophilic trapping has been developed that uses 1.3 equiv ofs-BuLi, 0.06−0.2 equiv of chiral diamine ((−)-sparteine or a (+)-sparteine surrogate), and 1.2 equiv of achiral bispidine. The methodology is illustrated with a range of examples and gives access to either enantiomer of useful chiral products in good yields using substoichiometric amounts of chiral diamines.