No abstract

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Various kinds of 3-substituted (E)-2-(hydroxymethyl)prop-2-enyl acetates were conveniently obtained in excellent yields by the regiospecific acetylation of 2-alkylidenepropane-1,3-diols with 10 equivalents of vinyl acetate in the presence of 50% w/w porcine pancreatic lipase (PPL) type II; the starting materials or (Z)-monoacetate or diacetate byproducts were generally not present.

Alcohols Q 0230 Convenient Synthesis of (Z)-Monoacetates of 2-Alkylidene-1,3-propanediols. -(MIURA, T.; UMETSU, S.; KANAMORI, D.; TSUYAMA, N.; JYO, Y.; KAWASHIMA, Y.; KOYATA, N.; MURAKAMI, Y.; IMAI*, N.; Tetrahedron 64 (2008) 39, 9305-9308; Fac. Pharm., Chiba Inst. Sci., Choshi, Chiba 288, Japan; Eng.) -Klein 10-069

Alcohols Q 0230Highly Regioselective Hydrolysis of Substituted 2-Benzylidene-1,3-propylene Diacetates Using Porcine Pancreas Lipase. -Benzylidenepropylene diacetates (I) hydrolyze in the presence of the title bio-agent in a mixture of DMSO/phosphate buffer to afford the (Z)-monoacetylated products (II) with high regioselectivities. A slightly different behavior is observed for diacetate (III). The (Z)-isomer (IV) is obtained as the major product and the diol (V) as a by-product. Trisubstituted benzylidene derivative (Ig) is a poor substrate for hydrolysis probably due to its steric hindrance by ortho-substituents on the benzene ring. -(MIURA, T.; KAWASHIMA, Y.; UMETSU, S.; KANAMORI, D.; TSUYAMA, N.; JYO, Y.; MURAKAMI, Y.; IMAI*, N.; Chem. Lett. 36 (2007) 6, 814-815; Fac. Pharm., Chiba Inst. Sci., Choshi, Chiba 288, Japan; Eng.) -H. Hoennerscheid 45-067