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Acyloxyborane: an activating device for carboxylic acids.酰氧基硼烷:一种羧酸活化剂。
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2
Enantioselective conjugate addition of boronic acids to enones catalyzed by O-monoacyltartaric acids.O-单酰酒石酸催化的硼酸盐对烯酮的对映选择性共轭加成反应。
Chem Commun (Camb). 2010 Nov 7;46(41):7799-800. doi: 10.1039/c0cc03076g. Epub 2010 Sep 20.
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Enantioselective addition of boronates to chromene acetals catalyzed by a chiral Brønsted acid/Lewis acid system.手性 Brønsted 酸/路易斯酸体系催化硼酸盐对色烯缩醛的对映选择性加成。
Angew Chem Int Ed Engl. 2010 Sep 17;49(39):7096-100. doi: 10.1002/anie.201003469.
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In situ synthesis of di-n-butyl l-tartrate-boric acid complex chiral selector and its application in chiral microemulsion electrokinetic chromatography.L-酒石酸二正丁酯-硼酸络合物手性选择剂的原位合成及其在手性微乳液电动色谱中的应用
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Louis Pasteur's discovery of molecular chirality and spontaneous resolution in 1848, together with a complete review of his crystallographic and chemical work.1848年路易·巴斯德对分子手性和自发拆分的发现,以及对他的晶体学和化学研究的全面回顾。
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Asymmetric petasis reactions catalyzed by chiral biphenols.由手性联苯酚催化的不对称Petasis反应。
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Lewis base catalysis in organic synthesis.有机合成中的路易斯碱催化作用。
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Catalytic enantioselective petasis-type reaction of quinolines catalyzed by a newly designed thiourea catalyst.新型设计的硫脲催化剂催化喹啉的催化对映选择性类Petasis反应。
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Asymmetric conjugate alkenylation of enones catalyzed by chiral diols.手性二醇催化的烯酮不对称共轭烯基化反应
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手性酒石酸催化的 N-酰基喹啉鎓的对映选择性硼酸加成反应。

Enantioselective boronate additions to N-acyl quinoliniums catalyzed by tartaric acid.

机构信息

Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Life Sciences and Engineering Building, Boston University, 24 Cummington Street, Boston, Massachusetts 02215, USA.

出版信息

Org Lett. 2011 Dec 2;13(23):6316-9. doi: 10.1021/ol2028702. Epub 2011 Nov 8.

DOI:10.1021/ol2028702
PMID:22067040
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4655815/
Abstract

Tartaric acid catalyzes the asymmetric addition of vinylboronates to N-acyl quinoliniums, affording highly enantioenriched dihydroquinolines. The catalyst serves to activate the boronate through a ligand-exchange reaction and generates the N-acyl quinolinium in situ from the stable quinoline-derived N,O-acetal.

摘要

酒石酸催化乙烯基硼酸酯对 N-酰基喹啉鎓的不对称加成反应,得到高度对映富集的二氢喹啉。催化剂通过配体交换反应激活硼酸酯,并从稳定的喹啉衍生的 N,O-缩醛原位生成 N-酰基喹啉鎓。