171916-53-3Relevant articles and documents
Tandem reduction-olefination of triethyl 2-acyl-2-fluoro-2-phosphonoacetates and a synthetic approach to Cbz-Gly-Ψ[(Z)-CF{double bond, long}C]-Gly dipeptide isostere
Sano, Shigeki,Kuroda, Yoko,Saito, Katsuyuki,Ose, Yukiko,Nagao, Yoshimitsu
, p. 11881 - 11890 (2007/10/03)
(Z)-α-Fluoro-α,β-unsaturated esters (Z)-7a-f were stereoselectively prepared by a tandem reduction-olefination of triethyl 2-acyl-2-fluoro-2-phosphonoacetates 6a-f with NaBH4 in EtOH. A concise synthesis of Cbz-Gly-Ψ[(Z)-CF{double bond, long}C]-Gly (26) as a dipeptide isostere was achieved via the tandem reduction-olefination of the corresponding 2-acyl-2-fluoro-2-phosphonoacetate 20.
Acylation of α-fluorophosphonoacetate derivatives using magnesium chloride-triethylamine
Kim, Dae Young,Lee, Yong Mi,Choi, Young Jae
, p. 12983 - 12990 (2007/10/03)
Acylation of α-fluorophosphonoacetate derivatives in the presence of magnesium chloride-triethylamine has been described. Acylations of triethyl α-fluorophosphonoacetate 1 and diethyl α-fluorophosphonoacetic acid 7 were proceeded under mild conditions to provide α-fluoro-β-keto esters 3 and α- fluoro-β-keto phosphonates 9, respectively, in high yields.
A ONE-POT SYNTHESIS OF UNSYMMETRICAL AND SYMMETRICAL TETRASUBSTITUTED α-FLUORO-α,β-UNSATURATED ESTERS
Tsai, Hou-Jen,Thenappan, Alagappan,Burton, Donald J.
, p. 205 - 212 (2007/10/02)
Acylation of -Li+ 1 with acid chlorides RC(O)Cl or phosgene ClC(O)Cl and subsequent reaction of the acylated phosphonate with organometallic reagents (R'M) provide unsymmetrical and symmetrical tetrasubstituted α-f
