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

Jimena Ospina; Alessandro Sorrenti; Ona Illa; Ramon Pons; Rosa M. Ortuño

doi:10.1016/j.tetasy.2013.05.007

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

Jimena Ospina, Alessandro Sorrenti, Ona Illa, Ramon Pons, Rosa M. Ortuño

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Abstract

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 γ-amino acid function in a branched side-chain containing an additional stereogenic centre as well as additional C6 or C16-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. © 2013 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	713-718
Journal	Tetrahedron Asymmetry
Volume	24
Issue number	12
DOIs	https://doi.org/10.1016/j.tetasy.2013.05.007
Publication status	Published - 30 Jun 2013

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abstract = "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 γ-amino acid function in a branched side-chain containing an additional stereogenic centre as well as additional C6 or C16-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. {\textcopyright} 2013 Elsevier Ltd. All rights reserved.",

author = "Jimena Ospina and Alessandro Sorrenti and Ona Illa and Ramon Pons and Ortu{\~n}o, {Rosa M.}",

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AU - Ospina, Jimena

AU - Sorrenti, Alessandro

AU - Illa, Ona

AU - Pons, Ramon

AU - Ortuño, Rosa M.

PY - 2013/6/30

Y1 - 2013/6/30

N2 - 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 γ-amino acid function in a branched side-chain containing an additional stereogenic centre as well as additional C6 or C16-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. © 2013 Elsevier Ltd. All rights reserved.

AB - 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 γ-amino acid function in a branched side-chain containing an additional stereogenic centre as well as additional C6 or C16-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. © 2013 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.tetasy.2013.05.007

DO - 10.1016/j.tetasy.2013.05.007

M3 - Article

VL - 24

SP - 713

EP - 718

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ER -

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

Abstract

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