137345-49-4Relevant academic research and scientific papers
2-benzothiazolyl propargyl sulfides: Versatile precursors for enantiopure allenes, E-α,β-unsaturated ketones and Z-sulfonylalkenes
Kapeller, Dagmar C.,Kocienski, Philip J.
, p. 3811 - 3821 (2011/01/12)
A novel, stereospecific route to allenes is described. The approach proceeds via a retro-ene reaction, initiated by lithium aluminium hydride mediated cleavage of benzothiazole from the respective (chiral) 2-benzothiazolyl propargyl sulfone precursors. As
Application of organocerium reagents for the efficient conversion of Z-α,β-unsaturated Weinreb amides to Z-α,β-unsaturated ketones
Kojima, Satoshi,Hidaka, Tsugihiko,Yamakawa, Atsushi
, p. 470 - 471 (2007/10/03)
The reactions of Z-rich unsaturated Weinreb amides with organolithium and organocerium reagents were examined. Taking in consideration both the extent of geometry retention and cleanness of the reaction, organocerium reagents were more effective for the conversion to Z-α,β-unsaturated ketones. Copyright
Carbonyl transposition on organoselenium compounds
Comasseto, Joao V.,Lo, Wai L.,Petragnani, Nicola
, p. 7445 - 7460 (2007/10/03)
Carbonyl conjugated vinylic selenides undergo 1,3 and 1,5-carbonyl transposition sequences through organometallic reagents addition reactions followed by acid hydrolysis.
β-Phenylseleno α,β-unsaturated aldehydes, efficient three carbon homologating agents. 1,3-carbonyl transposition
Arrua,Comasseto
, p. 1663 - 1666 (2007/10/02)
The easily obtained β-phenylseleno α,β-unsaturated aldehydes react with Grignard reagents and with n-butyllithium leading to the 1,2-addition products, which upon acidic hydrolysis in the presence of silica gel afford the selenium-free α,β-unsaturated carbonyl compounds with 1,3-carbonyl transposition.
