Darstellung,Struktur und Reaktionsfähigkeit von Metallderivaten des 1-Propinphosphonsäure-diethylesters

Metallation of diethyl ester of 1-propynephosphonic acid (1-DEPP) is achieved by treatment with alkaline amides, calcium amid and calcium in liquid ammonia, with isopropylmagnesium chloride in ether or via metal exchange from the potassium derivative of 1-DEPP with copper(II) and cobalt(II) chloride resp.On the basis of IR-and¹H-NMR-spectra the calcium derivative appears as a mixture of an allene and its isomeric acetylene. The IR-spectrum of the lithium derivative is consistent with an analogous phenomenon while an acetylene structure is attributed only to the cobalt and copper derivatives. The alkylation of the potassium derivative with alkyl halides and the hydroxy-alkylation with benzaldehyde occur with low yield at the -position of the parent compound.

     

Biosynthesis of aporphine - benzylisoquinoline alkaloids. I. Reticuline as a precursor of thalicarpine in thalictrum minus.

Reticuline considered as the most possible precursor of thalicarpine has been administered into intact plants of $\text{Thalictrum minus}$ and its incorporation established in both benzylisoquinoline and aporthine parts of this alkaloid.