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
作者:Anna Maria Caporusso、Carmela Polizzi、Luciano Lardicci
DOI:10.1016/s0040-4039(00)96867-9
日期:1987.1
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.
Allenes. Part XXVII. Reaction of dialkyl(lithio)copper reagents with 1-bromoallenes, 1-iodoallenes, and 3-chloroalk-1-ynes
作者:Michael Kalli、Phyllis D. Landor、Stephen R. Landor
DOI:10.1039/p19730001347
日期:——
Allenichydrocarbons are obtained in high yield by the reaction of 1-halogenoallenes or 3-chloroalk-1-ynes with dialkyl(lithio)copper reagents at low temperature.
Prop-2-ynyl- and propadienyl-lithium reagents. Regiocontrolled synthesis of allenic compounds
作者:Chanh Huynh、G�rard Linstrumelle
DOI:10.1039/c39830001133
日期:——
Direct proof for the rearrangement of the prop-2-ynyl-lithium (2) into the propadienyl-lithium (4) is provided by the formation of the 1,3-disubstituted alleniccompounds(7).
Allene formation by the reaction of olefins with propargyl silyl ethers mediated by a zirconocene complex
作者:Tamotsu Takahashi、Ryuichiro Hara、Shouquan Huo、Yasuyuki Ura、Mathew P. Leese、Noriyuki Suzuki
DOI:10.1016/s0040-4039(97)10319-7
日期:1997.12
Ethylene and styrene derivatives reacted with various propargylic ethers in the presence of zirconocene(II) to afford allenic products in high yields. The reaction proceeded via formation of zirconacyclopentenes by selective coupling of an olefin and a propargylic ether, which was followed by β-elimination of the siloxy group. Deuterolysis confirmed that the final product had a zirconium-carbon bond