SPINOL 衍生磷酸：在吲哚与亚胺的对映选择性傅克反应中的合成与应用。
SPINOL-derived phosphoric acids: synthesis and application in enantioselective Friedel-Crafts reaction of indoles with imines.
机构信息
Department of Chemistry, Zhejiang University, Hangzhou 310027, PR China.
出版信息
J Org Chem. 2010 Dec 17;75(24):8677-80. doi: 10.1021/jo101640z. Epub 2010 Nov 17.
PMID:21082787
Abstract
A new class of chiral phosphoric acids with spirobiindane as scaffold were conveniently synthesized from (S)-1,1'-spirobiindane-7,7'-diol ((S)-SPINOL) and employed to catalyze the asymmetric Friedel-Crafts reaction of indoles with imines to afford 3-indolyl methanamines. High yields (68-97%) and excellent enantioselectivities (up to 99% ee) were obtained.
摘要
一类新型的手性磷酸，以螺[茚并-7,7'-二醇]（(S)-SPINOL）为骨架，可方便地合成，并用于催化吲哚与亚胺的不对称傅克反应，得到 3-吲哚基甲胺。该反应具有高收率（68-97%）和高对映选择性（高达 99%ee）。
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