Archivo de la categoría: TosMIC

2018, Publicación, TosMIC

Gutierrez et al. J Org Chem. 2018;83(12):6623-6632. gamma-Carboline Synthesis by Heterocyclization of TosMIC Derivatives.

Publicaciones > Gutierrez et al

J Org Chem. 2018 Jun 15;83(12):6623-6632. doi: 10.1021/acs.joc.8b00906. Epub 2018 May 24. PubMed 29756452

gamma-Carboline Synthesis by Heterocyclization of TosMIC Derivatives.

Sara Gutierrez, David Sucunza, Juan J Vaquero

Departamento de Quimica Organica y Quimica Inorganica and Instituto de Investigacion Quimica "Andres M. del Rio" (IQAR) , Universidad de Alcala , 28805 - Alcala de Henares , Madrid , Spain.

Abstract

A new method for the synthesis of gamma-carbolines by a heterocyclization that involves alpha-indol-2-ylmethyl TosMIC derivatives and different electrophiles has been developed. This methodology has been successfully applied to the synthesis of several highly substituted gamma-carbolines.

2016, Publicación, TosMIC

Gutierrez et al. Org Lett. 2016;18(14):3378-81. Synthesis of 1-Substituted Isoquinolines by Heterocyclization of TosMIC Derivatives: Total Synthesis of Cassiarin A.

Publicaciones > Gutierrez et al

Org Lett. 2016 Jul 15;18(14):3378-81. doi: 10.1021/acs.orglett.6b01521. Epub 2016 Jun 28. PubMed 27351205

Synthesis of 1-Substituted Isoquinolines by Heterocyclization of TosMIC Derivatives: Total Synthesis of Cassiarin A.

Sara Gutierrez, Anna Coppola, David Sucunza, Carolina Burgos, Juan J Vaquero

Departamento de Quimica Organica y Quimica Inorganica, Universidad de Alcala , Alcala de Henares 28871, Spain.

Abstract

A new method for the synthesis of 1-substituted isoquinolines by a heterocyclization that involves alpha-benzyl TosMIC derivatives and different electrophiles has been developed. This methodology has been successfully applied to a total synthesis of cassiarin A, an alkaloid with potent antiplasmodial activity against Plasmodium falciparum.

2015, Publicación, TosMIC

Coppola et al. Org Lett. 2015;17(1):78-81. Isoquinoline synthesis by heterocyclization of tosylmethyl isocyanide derivatives: total synthesis of mansouramycin B.

Publicaciones > Coppola et al

Org Lett. 2015 Jan 2;17(1):78-81. doi: 10.1021/ol5032624. Epub 2014 Dec 18. PubMed 25521281

Isoquinoline synthesis by heterocyclization of tosylmethyl isocyanide derivatives: total synthesis of mansouramycin B.

Anna Coppola, David Sucunza, Carolina Burgos, Juan J Vaquero

Departamento de Quimica Organica y Quimica Inorganica, Universidad de Alcala , 28871 Alcala de Henares, Madrid, Spain.

Abstract

A new method for the synthesis of isoquinolines through a catalytic acid-mediated cyclization of alpha-benzyl TosMIC derivatives has been developed. This methodology has been successfully applied to the total synthesis of mansouramycin B. This is the first total synthesis of this compound to be reported in the literature.