手性联萘酚衍生物催化的烯丙酰胺的对映选择性溴环化反应。
Enantioselective bromocyclization of allylic amides catalyzed by BINAP derivatives.
机构信息
School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.
出版信息
Org Lett. 2015 Mar 6;17(5):1244-7. doi: 10.1021/acs.orglett.5b00220. Epub 2015 Feb 20.
PMID:25699577
Abstract
A highly enantioselective bromocyclization of allylic amides with N-bromosuccinimide (NBS) was developed with DTBM-BINAP as a catalyst, affording chiral oxazolines with a tetrasubstituted carbon center in high yield with up to 99% ee. By utilizing the bromo substituent as a handle, the obtained compounds were converted to synthetically useful chiral building blocks.
摘要
发展了一种高对映选择性的 N-溴代琥珀酰亚胺（NBS）催化的烯丙酰胺的溴环化反应，使用 DTBM-BINAP 作为催化剂，以高产率（高达 99%ee）得到了具有四取代碳中心的手性恶唑啉。通过利用溴取代基作为手性导向基，获得的化合物可以转化为合成有用的手性砌块。
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