Synthèse regiosélective par voie organométallique d’amines primaires propargyliques γ-fonctionnelles et applications
摘要:
Reactive organozincs obtained from allylic and propargylic bromides regioselectively react with the N-trimethylsilylaldimine prepared in situ from the diethylmonoacetal of acetylenedicarbaldehyde and lead to unsatured gamma-functional primary amines which possess many synthetic uses.
Condensation of alkyl allyl (and 3-methyl-3-butenyl) phosphorochloridates with dialkyl phosphates gave trialkyl allyl (and 3-methyl-3-butenyl) pyrophosphates. Reactions of crotyl (2-butenyl) pyrophosphates with various nucleophiles such as phenolic ethers, aromatic amines, and nitrogen-containing heterocycles in the presence of boron trifluoride etherate gave good to moderate yields of crotylated products. The
Synthèse regiosélective par voie organométallique d’amines primaires propargyliques γ-fonctionnelles et applications
作者:Gilles Courtois、Valérie Desré、Léone Miginiac
DOI:10.1016/s0022-328x(98)00857-2
日期:1998.11
Reactive organozincs obtained from allylic and propargylic bromides regioselectively react with the N-trimethylsilylaldimine prepared in situ from the diethylmonoacetal of acetylenedicarbaldehyde and lead to unsatured gamma-functional primary amines which possess many synthetic uses.