ABSTRACT The unnatural E isomer of anacardic acid 7 has been synthesized employing the following key steps: Swern oxidation of a diastereoisomeric mixture of β-hydroxyphosphine oxides 13a/b to the corresponding ketone 14 followed by stereospecific reduction to the pure threo isomer 13b which upon treatment with sodium hydride underwent trans elimination to afford the E ester 15.
摘要 漆树酸 7 的非天然 E 异构体的合成采用以下关键步骤:将 β-羟基氧化膦 13a/b 的非对映异构混合物的 Swern 氧化为相应的酮 14,然后立体有择地还原为纯苏式异构体 13b,在处理后与氢化钠进行反式消除,得到 E 酯 15。
Selective Terminal Functionalization of Linear Alkanes**
dehydrogenation/remote hydrofunctionalization as a unified and versatile approach to selectively convert linear alkanes into a large array of valuable functionalized aliphatic derivatives is reported. The reaction goes through a site-selective functionalization at the unreactive primary C−H bonds of the linear alkane and avoids the use of linear α-olefins.
GIUMANINI, ANGELO G.;TUBARO, FRANCO, J. PRAKT. CHEM., 332,(1990) N, C. 755-761
作者:GIUMANINI, ANGELO G.、TUBARO, FRANCO
DOI:——
日期:——
Substrate Specificity of Regiospecific Desaturation of Aliphatic Compounds by a Mutant<i>Rhodococcus</i>Strain
作者:Kenzo KOIKE、Mikio TAKAIWA、Yoshiharu KIMURA、Shigeo INOUE、Susumu ITO
DOI:10.1271/bbb.64.1064
日期:2000.1
Substrate specificity of cis-desaturation of alipahtic compounds by resting cells of a mutant, Rhodococcus sp. strain KSM-MT66, was examined. Among substrates tested, the rhodococcal cells were able to convert n-alkanes (C13-C19), 1-chloroalkanes (C16 and C18), ethyl fatty acids (C14-C17) and alkyl (C1-C4) esters of palmitic acid to their corresponding unsaturated products of cis configuration. The products from n-alkanes and 1-chloroalkanes had a double bond mainly at the 9th carbon from their terminal methyl groups, and the products from acyl fatty acids had a double bond mainly at the 6th carbon from their carbonyl carbons.