Photoinduced Wolff Rearrangement of α-Diazo-β-Ketophosphonates : A Novel Entry into Substituted Phosphonoacetates

The synthesis and characterisation of 1′-ethynyl-2,5-dimethylazaferrocene and derivatives

“…In a second attempt we applied diazotransfer reaction to the synthesis of dimethyl-1-diazo-2-oxopropylphosphonate 3 according to the procedure reported by Vanderwalle et al [24]. According to the procedure, the crude reaction mixture was filtered through a Celite pad and the solvent evaporated.…”

Formal Desymmetrization of the Diastereotopic Chains in Gemini Calcitriol Derivatives with Two Different Side Chains at C‐20

“…The diol 17, exhibiting the shorter retention time on the HPLC column, was oxidized to the aldehyde 18 with pyridinium chlorochromate and immediately converted with (1-diazo-2-oxopropyl)phosphonic acid dimethyl ester [20,21] Scheme 2 to the acetylene 19a as shown in Scheme 1, then treated with 1-(trimethylsilyl)imidazole to afford the disilyl ether 19b. Addition of hexafluoroacetone furnished the side chain construct as depicted in 20a and in the target compounds 6a and 6b.…”

Straightforward Synthesis of Labeled and Unlabeled Pyrimidine d4Ns via 2′,3′‐Diyne seco Analogues through Olefin Metathesis Reactions

“…Based on work first described by Ohira, [25] the dialdehyde 7a or 7b was transformed into the corresponding diyne (14a or 14b) upon reaction with the in situ generated anion of dimethyl diazomethylphosphonate, which was prepared by acyl cleavage of dimethyl (1-diazo-2-oxopropyl)phosphonate [CH 3 COC-(N 2 )P(O)(OMe) 2 ] under argon. [26] This mild method has been applied previously, without any reported racemization, for the functionalization of chiral α-alkoxy aldehydes [27] or chiral α-amino aldehydes.…”