New chiral polyfunctional cyclobutane derivatives from (-)-verbenone: possible surfactant behaviour

被引:3
|
作者
Ospina, Jimena [1 ]
Sorrenti, Alessandro [1 ]
Illa, Ona [1 ]
Pons, Ramon [2 ]
Ortuno, Rosa M. [1 ]
机构
[1] Univ Autonoma Barcelona, Dept Quim, Cerdanyola Del Valles 08193, Spain
[2] IQAC CSIC, Dept Tecnol Quim & Tensioactius, Inst Quim Avancada Catalunya, Barcelona 08034, Spain
关键词
STEREOSELECTIVE-SYNTHESIS; ACID-DERIVATIVES; AMINO-ACIDS; HYDROGENATION; MICELLIZATION; CATALYST; ARGININE; SYSTEMS; SAXS;
D O I
10.1016/j.tetasy.2013.05.007
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
New enantiopure cyclobutane derivatives have been synthesized from a chiral precursor derived from (-)-verbenone. The cyclobutane moiety acts as a chiral platform to afford a gamma-amino acid function in a branched side-chain containing an additional stereogenic centre as well as additional C-6 or C-15-alkyl chains linked to the ring by means of an amine or an amide function. One of these compounds, obtained as a 1:2 mixture with its TFA salt has been investigated, suggesting behaviour as a good surfactant and its critical micellar concentration has been determined. (C) 2013 Elsevier Ltd. All rights reserved.
引用
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页码:713 / 718
页数:6
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