Stereoselective synthesis of chiral 3-aryl-1-alkynes from bromoallenes and heterocuprates
The synthesis of chiral 3-aryl-1-alkynes 3 via cross-coupling of 3-alkyl- and 3,3-dialkyl-1-bromo-1,2-dienes 1 and arylbromocuprates (RCuBr)MgBr-LiBr 2 was examined. With phenylcopper reagents and its para-substituted derivatives, as well as with 2-naphth
Caporusso, Anna Maria,Zampieri, Alessia,Aronica, Laura Antonella,Banti, Donatella
p. 1902 - 1910
(2007/10/03)
Coupling of chiral 1-bromo-1,2-dienes with zinc-based cuprates: A new procedure for the regio and stereoselective synthesis of functionalized acetylenic compounds
Zinc alkylcyanocuprates (Knochel reagents) are found to be active in the cross-coupling reaction with allenic bromides affording acetylenic products with a high regio and stereoselective 1,3-anti substitution. The coupling process, which has been successf
Caporusso, Anna Maria,Filippi, Sara,Barontini, Federica,Salvadori, Piero
p. 1227 - 1230
(2007/10/03)
REACTIONS OF 3-ALKYL- AND 3,3-DIALKYL-1-BROMOALLENES WITH ORGANOCUPRATES: EFFECTS OF THE NATURE OF THE CUPRATE REAGENT ON THE REGIO- AND STEREOSELECTIVITY
Organocuprates induce 1,3- and direct substitution in 3-alkyl- and 3,3-dialkyl-1-bromo-1,2-dienes leading respectively to either terminal acetylenes or allenic hydrocarbons.The nature of the cuprate exerts a prominent role in determining both the regio- and the stereochemistry of these reactions.
Caporusso, Anna Maria,Polizzi, Carmela,Lardicci, Luciano
p. 6073 - 6076
(2007/10/02)
A Convenient Method for the Stereoselective Synthesis of 3-Phenyl-1-alkynes
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Caporusso, Anna Maria,Polizzi, Carmela,Lardicci, Luciano
p. 3920 - 3923
(2007/10/02)
SYNTHESIS OF PHENYLALLENES IN THE REACTION OF PHENYLTRIISOPROPOXYTITANIUM WITH PROPARGYL ACETATES CATALYZED BY TETRAKIS(TRIPHENYLPHOSPHINE)PALLADIUM
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Kasatkin, A. N.,Kulak, A. N.,Tolstikov, G. A.
p. 871
(2007/10/02)
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