Synthesis of Nuevamine Aza-Analogues by a Sequence: I-MCR–Aza-Diels–Alder–Pictet–Spengler

Alejandro Islas-Jácome; Luis E. Cárdenas-Galindo; Alberto V. Jerezano; Joaquín Tamariz; Eduardo González-Zamora; Rocío Gámez-Montaño

doi:10.1055/s-0032-1317622

Synlett, Inhaltsverzeichnis

Synlett 2012; 23(20): 2951-2956
DOI: 10.1055/s-0032-1317622

letter

Synthesis of Nuevamine Aza-Analogues by a Sequence: I-MCR–Aza-Diels–Alder–Pictet–Spengler

Alejandro Islas-Jácome

^aDepartamento de Química, División de Ciencias Básicas e Ingeniería, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, C. P. 09340, México D. F., México Fax: +52(55)58044666 eMail: egz@xanum.uam.mx

^bDepartamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Guanajuato, México Fax: +52(473)73200068168 eMail: rociogm@ugto.mx

,

Luis E. Cárdenas-Galindo

^bDepartamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Guanajuato, México Fax: +52(473)73200068168 eMail: rociogm@ugto.mx

,

Alberto V. Jerezano

^cDepartamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Prol. Carpio y Plan de Ayala S/N, Col. Casco de Santo Tomás, C. P. 11340, México D. F., México

,

Joaquín Tamariz

^cDepartamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Prol. Carpio y Plan de Ayala S/N, Col. Casco de Santo Tomás, C. P. 11340, México D. F., México

,

Eduardo González-Zamora*

^aDepartamento de Química, División de Ciencias Básicas e Ingeniería, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina Iztapalapa, C. P. 09340, México D. F., México Fax: +52(55)58044666 eMail: egz@xanum.uam.mx

,

Rocío Gámez-Montaño*

^bDepartamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, C. P. 36050, Guanajuato, Guanajuato, México Fax: +52(473)73200068168 eMail: rociogm@ugto.mx

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Abstract

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Abstract

A series of nuevamine aza-analogues were prepared in moderate to good yields in two reaction steps. The synthetic strategy involves an isonitrile-based multicomponent reaction, including an aza-Diels–Alder cycloaddition and Pictet–Spengler reaction as postcondensation.

Key words

nuevamine aza-analogue - I-MCR - aza-Diels–Alder - S-oxidation - Pictet–Spengler cyclization

Volltext

Referenzen

References and Notes

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