849924-51-2Relevant articles and documents
Acetylenic silyl ketone as polysynthetic equivalent of useful building blocks in organic synthesis
Capperucci, Antonella,Degl'Innocenti, Alessandro,Dondoli, Paolo,Nocentini, Tiziano,Reginato, Gianna,Ricci, Alfredo
, p. 6267 - 6276 (2007/10/03)
Ethynyl silyl ketone 1 proved to be a very efficient Michael acceptor in carbocupration and metallocupration reactions. In particular, when using carbocuprates, a smooth entry to polyenals can be obtained, while, when using metallocuprates, silyl- and stannylpropenoyl silanes may be obtained, very powerful intermediates in organic synthesis.
Two new stereoselective syntheses of (3E,5Z)-1,3,5-undecatriene
Gaudin, Jean-Marc,Morel, Cedric
, p. 5749 - 5752 (2007/10/02)
Two new and short syntheses of (3E,5Z)-1,3,5-undecatriene 1 are presented. Both approaches are based on the coupling between a C7 and a C4 synthon and afford 1 in 92-96% stereoisomeric purity.
A NOVEL SYNTHESIS OF LINEAR POLYENES VIA CONJUGATE ADDITION OF CUPRATES TO α,β-γ,δ-DIUNSATURATED SULFONES FOLLOWED BY SO2 EXTRUSION
Naef, Ferdinand,Decorzant, Rene,Escher, Sina D.
, p. 5043 - 5046 (2007/10/02)
The two 1,3-butadienyl 2-propenyl sulfones 5 and 6, 1,3,5-heptatriene synthons, have been transformed into the tri- and tetraenes 1 - 4 by alkylcuprate addition and Ramberg-Baecklund SO2 extrusion.The reaction stereochemistry is discussed.
