ChemInform Abstract: SYNTHESIS OF ALKYL CARBOXYLATES BY ACYLATION OF ACETALS

Abstract

Acetale wie (I) und (IV) reagieren mit Säurechloriden (II) oder (V) in Gegenwart von Zinkchlorid zu den Estern (III) bzw. (VI).

Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids

“…1,2-0-Isopropylideneglycerol and other similar acetals were usually employed as models of this kind. A very important factor is that subsequently a rational procedure was found for the conversion of these acetals, 14 " 16 as well as cyclic orthoesters 17 and oxazolidines, 18 into phospholipid systems.f Various derivatives of tricoordinate phosphorus and hydrophosphoryl compounds were used as phosphorylating agents in the studies carried out. 21 Since each of the classes of these two types of reagents frequently exhibited significant chemical characteristic features, in the present review we have endeavoured to discuss topically the published data and to demonstrate the characteristics of the most important phosphorylating agents.…”

“…104 ' 111 ' 156 The hydrolysis of asymmetric phosphorus acid diesteramides is more complex (Scheme 41). 182 …”

“…Acid glycerophosphates and then their salts 18 were obtained by the hydrolysis of the neutral silyl esters 17 (Scheme 21). 106 -156 The salts (or silyl phosphates) obtained are readily acylated and are converted ultimately into phosphatidic acids (Scheme 22).…”

“…Thus it has been shown that 1,2-isopropylideneglycerophosphite 22 is readily converted into trimethylsilyl glycerophosphite 23 on treatment with chlorotrimethylsilane, while further silylation affords a satisfactory yield of bis(trimethylsilyl) glycerophosphites 16 (Scheme 38).' 06 '156 …”

“…In this case, two phosphoramide bonds are cleaved and monosubstituted phosphites are formed, for example compound 11 (Scheme 42). 106 '156 …”