Diastereoselectivitive Addition Reactions of Furyl Aldehydes Using Chiral Boronates as Auxiliary: Application to the Enantioselective Synthesis of 2,3-Disubstituted Furyl Alcohols
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چکیده
منابع مشابه
Highly enantioselective addition of phenylethynylzinc to aldehydes catalyzed by chiral cyclopropane-based amino alcohols.
The enantioselective addition of phenylethynylzinc to aldehydes catalyzed by a series of cyclopropane-based amino alcohol ligands 7 was investigated. The reactions afforded chiral propargylic alcohols in high yields (up to 96%) and with excellent enantioselectivities (up to 98% ee) under mild conditions. Furthermore, studies on the structural relationship show that the matching of the chiral ce...
متن کاملConcise synthesis of novel practical sulfamide-amine alcohols for the enantioselective addition of diethylzinc to aldehydes.
Novel sulfamide-amine alcohol ligands were designed using a grafting strategy and synthesized from readily available starting materials via a simple, efficient method. The key features of these ligands for the asymmetric addition of diethylzinc to aldehydes included stability, enhanced effectiveness without using Ti(O(i)Pr)(4), suitability for a variety of aldehydes, the ability to operate at r...
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Novel chiral bis(oxazoline) ligands bearing dibenzo[a,c]cycloheptadiene and a dihydroxy group have been synthesized and their application in the catalytic asymmetric addition of diethylzinc to aldehydes investigated. The enantioselectivities for the aromatic aldehydes are generally high and up to 96% ee was obtained. 2003 Elsevier Ltd. All rights reserved.
متن کاملEnantioselective Addition of Grignard Reagents to Aldehydes
The addition of Grignard reagents to aldehydes in the presence of chiral aminoalcohols shows a moderate enantioselectivity. The study carried out with a series of ligands allows the correlation between the structural characteristics and their reactivity. Introduction The use of chiral aminoalcohol to lead asymmetrically nucleophilic additions of organometallics to carbonyl compounds is a field ...
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A series of novel chiral N-heterocyclic carbene rhodium complexes (NHC–Rh) based on benzimidazole have been prepared, and all of the NHC–Rh complexes were fully characterized by NMR and mass spectrometry. These complexes could be used as catalysts for the asymmetric 1,2-addition of organoboronic acids to aldehydes, affording chiral diarylmethanols with high yields and moderate enantioselectivit...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2002
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol020013c