The addition of cuprates to 1-aza-1,3-butadienes from BSMA and MSMA occurs under mild conditions and with satisfactory yields in the presence of BF3/Et2O. The regioselectivity of the addition is closely related to the nature of the transferable ligand in the organometallic reagent. The possibility of performing a sequential C4-Nu followed by a C3-E bond formation in a one-pot/two-steps 'tandem' reaction is discussed as well.
Bonini B.F., Fochi M., Franchini M.C., Mazzanti G., Ricci A., Picard J.-P., et al. (1997). Regioselective Functionalization of 1-Aza-1,3-Butadienes from Bis- and Mono(trimethylsilyl)-methylamine with Organocuprates. SYNLETT, 1997(11), 1321-1323 [10.1055/s-1997-1010].
Regioselective Functionalization of 1-Aza-1,3-Butadienes from Bis- and Mono(trimethylsilyl)-methylamine with Organocuprates
Bonini B. F.;Fochi M.;Franchini M. C.;Mazzanti G.;Ricci A.;
1997
Abstract
The addition of cuprates to 1-aza-1,3-butadienes from BSMA and MSMA occurs under mild conditions and with satisfactory yields in the presence of BF3/Et2O. The regioselectivity of the addition is closely related to the nature of the transferable ligand in the organometallic reagent. The possibility of performing a sequential C4-Nu followed by a C3-E bond formation in a one-pot/two-steps 'tandem' reaction is discussed as well.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.