Journal ArticleDOI
Chiral Bifunctional Thiourea–Phosphane Organocatalysts in Asymmetric Allylic Amination of Morita–Baylis–Hillman Acetates
Hong-Ping Deng,Yin Wei,Min Shi +2 more
TLDR
In this paper, a series of chiral bifunctional thiourea-phosphane catalysts were synthesized and successfully applied in the catalytic, asymmetric allylic amination of MBH (Morita-Baylis-Hillman) acetates derived from the methyl vinyl ketone (MVK), with phthalimide, affording the amination products in up to over 99 % yield and 90 % ee.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2011-04-01. It has received 73 citations till now. The article focuses on the topics: Amination & Methyl vinyl ketone.read more
Citations
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Recent advances in organocatalytic asymmetric Morita-Baylis-Hillman/aza-Morita-Baylis-Hillman reactions.
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Phosphine-Catalyzed Asymmetric Organic Reactions.
TL;DR: This review summarizes all of the literature examples from late 1990s to the end of 2017, alongside their mechanistic insights whenever possible, with a very aim to trigger more intensive research in the future to render asymmetric phosphine catalysis one of the most common and reliable tools to organic chemists.
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Advances in nucleophilic phosphine catalysis of alkenes, allenes, alkynes, and MBHADs
Yi Chiao Fan,Ohyun Kwon +1 more
TL;DR: The reactivities of these phosphonium zwitterions, the applications of phosphine catalysis in the syntheses of biologically active compounds and natural products, and recent developments in the enantioselective phosphineCatalysis are described.
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Organocatalytic asymmetric transformations of modified Morita–Baylis–Hillman adducts
TL;DR: This tutorial review will focus on chiral Lewis base-catalysed asymmetric transformations of MBH adducts, especially those developed over the past five years, allowing for the rapid construction of densely functionalised chiral molecules with high levels of regio- and stereoselectivities.
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Chiral phosphines in nucleophilic organocatalysis
TL;DR: The tertiary phosphines possessing various chiral skeletons that have been used in asymmetric nucleophilic organocatalytic reactions, including annulations of allenes, alkynes, and Morita–Baylis–Hillman acetates, carbonates, and ketenes with activated alkenes and imines are discussed.
References
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Recent Advances in the Baylis−Hillman Reaction and Applications
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The baylis-hillman reaction : a novel carbon-carbon bond forming reaction
TL;DR: In this paper, an approach to chiral Baylis-hillman adducts is presented. But it does not address the problem of chiral activation and self-dimerization of alkenes.
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Recent contributions from the Baylis-Hillman reaction to organic chemistry.
TL;DR: Acyclic activated alkenes/ alkynes and Asymmetric Baylis-Hillman Reaction: Earlier Developments 5495.
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Synthetic potential of the tertiary-amine-catalysed reaction of activated vinyl carbanions with aldehydes
TL;DR: In this paper, the diaza-1,4bicyclo [2.2] octane, la quinuclidine and ses derives, the quinine
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aza-Baylis−Hillman Reaction
TL;DR: 1.5.1.