13529-06-1Relevant articles and documents
An easy one-pot synthesis of group 14 C-metallated 2 (or 3)-furan- and thiophenecarbaldehydes
Denat,Gaspard-Iloughmane,Dubac
, p. 954 - 956 (1992)
The group 14 C-metallated 2(or 3)-furan- and thiophenecarbaldehydes 4-19 have been regioselectively prepared by a one-pot procedure from the corresponding furan- and thiophenecarbaldehydes using lithium N-methylpiperazide/butyllithium or sec-butyllithium/chlorotrialkylsilanes (germanes, tin)/water as sequence of reagents.
ENANTIOSELECTIVE SYNTHESIS OF FURYLALCOHOLS BY CATALYTIC ASYMMETRIC ADDITION OF DIETHYLZINC TO FURANALDEHYDES
Oeveren, Arjan van,Menge, Wiro,Feringa, Ben L.
, p. 6427 - 6430 (2007/10/02)
Optically active 2-furylcarbinols with up to 97percent enantiometric excess were prepared by highly ?-face selective addition of diethylzinc to furan aldehydes catalyzed by aminoalcohol ligands 3 to 6.
CHEMOSELECTIVE PROTECTION OF HETEROAROMATIC ALDEHYDES AS IMIDAZOLIDINE DERIVATIVES. PREPARATION OF 5-SUBSTITUTED FURAN- AND TIOPHENE-2-CARBOXALDEHYDES VIA METALLO-IMIDAZOLIDINE INTERMEDIATES
Carpenter, Andrew J,,Chadwick, Derek J.
, p. 3803 - 3812 (2007/10/02)
Furan-, tiophene- and N-methylpyrrole-2-carboxaldehydes may be transformed into the corresponding N,N'-dimethylimidazolidines in a reaction not requiring acid catalysis.The resulting furan and tiophene (but not N-methylpyrrole) derivatives may be metallated in high yields and the carboxaldehyde functionality regenerated under very mild conditions.Treatment of the aldehydoketone 2-acetyl-5-formylthiophene with N,N'-dimethylethylenediamine gives only the product of reaction at the aldehyde function thus establishing this methodology as a potentially valuable method for the protection of an aldehyde in the presence of a ketone.
