Transition-metal-catalyzed reactions of allenes

  title={Transition-metal-catalyzed reactions of allenes},
  author={Shengming Ma},
  journal={Pure and Applied Chemistry},
  pages={197 - 208}
  • Shengming Ma
  • Published 2006
  • Chemistry
  • Pure and Applied Chemistry
Pathways for carbometallation of simple allenes and allenes bearing a nucleophilic functionality with RMX have been discussed. The bisallene approaches for the efficient synthesis of carbocycles and heterocycles have been developed. 
Palladium-catalyzed asymmetric coupling cyclization of terminal γ-allenols with aryl iodides.
A Pd-catalyzed asymmetric coupling cyclization of γ-allenols has been developed. Styrenyl derivatives can be prepared in 60-86% yields with ee values ranging from 85-92%.
Transition Metal-Catalyzed Intramolecular Amination and Hydroamination Reactions of Allenes
Abstract Progresses in the field of intramolecular additions of nitrogen nucleophiles to allenes and domino reactions involving intramolecular C–N bond formation are reviewed under catalysis withExpand
Mild rhodium(III)-catalyzed C-H activation and intermolecular annulation with allenes.
A novel Rh(III)-catalyzed oxidative coupling with allenes under mild conditions provides heterocycles with exocyclic double bonds that features low catalyst loadings, high regio- and stereoselectivity, and excellent substrate scope. Expand
Manganese catalyzed C-H functionalizations involving an unexpected heteroaryl-shift
A manganese catalyzed regio- and stereoselective hydroarylation of allenes is reported. The C-H functionalization protocol offers access to various alkenylated indoles with excellent yields.Expand
Manganese-Catalyzed C-H Functionalizations: Hydroarylations and Alkenylations Involving an Unexpected Heteroaryl Shift.
A hydroarylation/cyclization cascade involving an unexpected C-N bond cleavage and aryl shift has been developed, which provides a new synthetic approach to substituted pyrroloindolones. Expand
Palladium-catalyzed three-component transformation of homoallenols: a regio- and stereoselective route to 1,5-amino alcohols.
A palladium-catalyzed three-component transformation of enantioenriched homoallenols with aryl halides and amines has been developed to selectively afford (Z)-configured 1,5-amino alcohols inExpand
Palladium-catalyzed C-H activation and intermolecular annulation with allenes.
A new and efficient Pd(II) -catalyzed intermolecular annulation of N-benzoylsulfonamide with allenes for the synthesis of 3,4-dihydroisoquinolin-1(2H)-ones is reported. This CH functionalization isExpand
An expedient stereoselective route to the ACE tricyclic core of manzamine A via a palladium-catalysed arylative allene spirocyclisation cascade
Abstract Application of a novel palladium-catalysed stereoselective arylative allene spirocyclisation cascade as the key step for the construction of the ACE tricyclic core of manzamine A isExpand
Regio- and Stereoselective Reductive Cyclization of 1,5-Bisallenes under Hydrogenation Conditions
E-mail: January 10, 2011, Accepted February 11, 2011Key Words : Hydrogenative cyclization, Bisallene, Hydrometallation, Platinum hydrideThe transition metal-catalyzedExpand
Key Factors for High Diastereo- and Enantioselectivity of Umpolung Cyclizations of Aldehyde-Containing Allylpalladium Intermediates
Two palladium/chiral diphosphine-catalyzed umpolung cyclizations of aldehyde-containing allylic acetates and allenes with arylboronic acid are fully investigated to establish key factors in their h...


Pd-Catalyzed two or three-component cyclization of functionalized
This review summarizes the Pd-catalyzed cyclization of an allene bearing a nu- cleophilic functionality with an organic or inorganic halide, and the cyclization involving two allene moieties or anExpand
Modern Allene Chemistry
Volume 1.I Synthesis of Allenes.1 Synthesis of Allenes by Isomerization Reactions (A. Stephen K. Hashmi).1.1 Introduction.1.2 Prototropic Rearrangements and Related Reactions of Alkynes.1.3Expand
Palladium - catalyzed two - or three - component cyclization of functionalized allenes ”
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Carbopalladation of Allenes
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