173439-74-2Relevant academic research and scientific papers
Synthesis of cis-vinyltrimethylstannanes and cis-vinylpinacolboronates in a two-step highly regio and stereoselective process
Mirzayans, Paul Malek,Pouwer, Rebecca H.,Williams, Craig M.,Bernhardt, Paul V.
experimental part, p. 8297 - 8305 (2009/12/24)
A highly efficient two-step regio and stereoselective method for the synthesis of both cis-vinyltrimethylstannanes and cis-vinylpinacolboronates is described. This method takes advantage of the known lithium/tellurium exchange pathway providing a versatil
Two-step regio- and stereoselective synthesis of cis-vinylstannanes
Mirzayans, Paul Malek,Pouwer, Rebecca H.,Williams, Craig M.
supporting information; experimental part, p. 3861 - 3863 (2009/05/31)
(Figure Presented) Herein we describe a novel stereoselective synthesis of cis-vinylstannanes employing the widely established Li/Te exchange pathway. In contrast to previously reported methods of cis-selective hydrostannation (i.e., ZrCI4), th
Hydrozirconation of acetylenic chalcogenides. Synthesis and reactions of zirconated vinyl chalcogenide intermediates
Dabdoub, Miguel J.,Begnini, Mauro L.,Guerrero Jr., Palimecio G.
, p. 2371 - 2400 (2007/10/03)
Acetylenic tellurides react with Cp2Zr(H)Cl in THF at room temperature to give the α-zirconated vinyl telluride intermediates 39, which react with a wide range of electrophiles to give several types of trisubstituted olefins, such as α-halo vin
(1Z,3Z)-Buta-1,3-dienyl-1-lithium species and substituted tellurophenes by Te/Li exchange on (1Z,3Z)-butyltelluro-1,3-butadienes and (1Z,3Z)-1,4-bis(butyltelluro)-1,3-butadienes
Dabdoub, Miguel J.,Dabdoub, Vania B.,Guerrero Jr., Palimecio G.,Silveira, Claudio C.
, p. 4199 - 4218 (2007/10/03)
(1Z,3Z)-1-Butyltelluro-1,3-butadienes 8, 9 and 12 obtained by the hydrotelluration of but-1-en-3-ynes 1, 2 and 5 were transformed into the corresponding buta-1,3-dienyl-1-lithium by reaction with n-BuLi. 1,3-Butadienes 14, 15, 17-20 were obtained with retention of the double bond geometry by reaction of the butadienyllithium intermediates with electrophiles. The butadienyllithium 13 obtained by the Te/Li exchange reaction in the (1Z,3Z)-1-butyltelluro-4-methoxy-1,3-butadiene 8 was reacted with benzaldehyde to form the corresponding alcohol 15 with total retention of configuration, that undergoes hydrolysis resulting into the (E,E)-5-phenyl-2,3-pentadien-1-al 16. Hydrotelluration of the 1-butyltellurobut-1-en-3-yne 3 permits the synthesis of the (1Z,3Z)-1,4-bis(butyltelluro)-1,3-butadiene 10 which undergoes cyclization, leading to substituted tellurophenes 24, 25, 27-29 via a sequential Csp2-Te and Csp3-Te bonds cleavage on reaction with n-BuLi followed by addition of electrophiles.
Total control on the synthesis of regio and stereoisomers of vinylic tellurides.
Dabdoub,Cassol
, p. 12971 - 12982 (2007/10/02)
Methodologies for the total control on the synthesis of E, Z or 1,1-dissubstituted vinylic tellurides are described. Tellurobutadienes bearing the butyltellurium moiety at carbon 2 or at carbon 1 with E or Z configuration at the tellurium containing doubl
