Journal ArticleDOI
Phosphine-catalyzed [4 + 3] annulation for the synthesis of highly functionalized bicyclo[3.2.2]nonadienes.
Suqing Zheng,Xiyan Lu +1 more
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TLDR
A phosphine-catalyzed [4 + 3] annulation of modified allylic carbonates with methyl coumalate was developed and offered a powerful method for the construction of bicyclo[3.2.2]nonadiene skeleton with high stereoselectivity.About:
This article is published in Organic Letters.The article was published on 2009-08-11. It has received 113 citations till now. The article focuses on the topics: Annulation & Allylic rearrangement.read more
Citations
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Core-Structure-Motivated Design of a Phosphine-Catalyzed [3 + 2] Cycloaddition Reaction: Enantioselective Syntheses of Spirocyclopenteneoxindoles
TL;DR: A novel organocatalytic asymmetric [3+2] cycloaddition reaction between methyleneindolinones and allylic compounds yielding complex spirocyclopentaneoxindoles has been developed and provides extraordinary levels of enantioselective control involving a chiral phosphine as a nucleophilic organoc atalyst.
Journal ArticleDOI
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.
Journal ArticleDOI
Development of asymmetric phosphine-promoted annulations of allenes with electron-deficient olefins and imines
TL;DR: This article focuses on the important developments concerning asymmetric annulations of allenes with unsaturated partners in the recent decades and on the perspectives that these new developments offer.
Journal ArticleDOI
Asymmetric [3+2] Cycloadditions of Allenoates and Dual Activated Olefins Catalyzed by Simple Bifunctional N‐Acyl Aminophosphines
TL;DR: The development of chiral organocatalysts from natural a-amino acids, a cheap and readily accessible chiral source, and their applications in various organic transformations are focused on and highly regioand enantioselective [3+2] cycloadditions are described.
Journal ArticleDOI
Morita–Baylis–Hillman adduct derivatives (MBHADs): versatile reactivity in Lewis base-promoted annulation
Peizhong Xie,You Huang +1 more
TL;DR: This tutorial review will describe Lewis base-promoted annulation reactions with MBHADs, with a special emphasis on recent work regarding diverse reactivities of MBH ADs.
References
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Journal ArticleDOI
Lewis Base Catalysis in Organic Synthesis
TL;DR: It has become increasingly apparent that the behavior of Lewis bases as agents for promoting chemical reactions is not merely as an electronic complement of the cognate Lewis acids: in fact Lewis bases are capable of enhancing both the electrophilic and nucleophilic character of molecules to which they are bound.
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Reactions of electron-deficient alkynes and allenes under phosphine catalysis.
TL;DR: This study illuminates the unusual phenomena and shows how understanding of the central problem to generate a 1,3-dipole from alkynoates or allenoates by interaction with various phosphines allows control of the reaction.
Journal ArticleDOI
Nucleophilic Phosphine Organocatalysis
Joey L. Methot,William R. Roush +1 more
TL;DR: In this article, a mini-review presents recent advances in nucleophilic phosphine organocatalysis for carbon-carbon bond formation, showing that the accessibility of chiral phosphines has rendered several of these transformations enantioselective and has made possible the kinetic resolution of racemic secondary alcohols by phosphine-catalyzed acylation.
Journal ArticleDOI
Phosphine-triggered synthesis of functionalized cyclic compounds
Long-Wu Ye,Jian Zhou,Yong Tang +2 more
TL;DR: This tutorial review summarizes the recent achievements in nucleophilic phosphine catalysis and describes how phosphines can be easily tailored to efficient annulation reactions with good control over reaction selectivity.
Journal ArticleDOI
Engaging zwitterions in carbon-carbon and carbon-nitrogen bond-forming reactions: A promising synthetic strategy.
TL;DR: An Account of carbon-carbon and carbon-nitrogen bond-forming reactions mediated by zwitterions generated by the addition of organic nucleophiles to activated unsaturated systems highlighting their synthetic potential is presented.
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Reactions of electron-deficient alkynes and allenes under phosphine catalysis.
Phosphine-triggered synthesis of functionalized cyclic compounds
Long-Wu Ye,Jian Zhou,Yong Tang +2 more