Three-component assembly of amines, boronic acids, and a polyfunctionalized furanose: A concise entry to furanose-based carbohydrate templates

Ana M. Gómez; Aitor Barrio; Ana Pedregosa; Serafín Valverde; J. Cristóbal López

doi:10.1021/jo9012817

Three-component assembly of amines, boronic acids, and a polyfunctionalized furanose: A concise entry to furanose-based carbohydrate templates

Ana M. Gómez
, Aitor Barrio
, Ana Pedregosa
, Serafín Valverde
, J. Cristóbal López

CSIC - Instituto de Química Orgánica General IQOG

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

(Chemical Equation Presented) A highly functionalyzed furanose derivative, accessible in five steps from D-mannose, comprising a halo-alkenyl allylic-oxirane system, undergoes a palladium catalyzed one-pot, three component, assembly with boronic acids (or alkyl boranes) and amines to give, in a complete regioand stereocontrolled manner, a sugar based derivative with two sites of molecular diversity.

Original language	English
Pages (from-to)	6323-6326
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	74
Issue number	16
DOIs	https://doi.org/10.1021/jo9012817
Publication status	Published - 2009
Externally published	Yes

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10.1021/jo9012817

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abstract = "(Chemical Equation Presented) A highly functionalyzed furanose derivative, accessible in five steps from D-mannose, comprising a halo-alkenyl allylic-oxirane system, undergoes a palladium catalyzed one-pot, three component, assembly with boronic acids (or alkyl boranes) and amines to give, in a complete regioand stereocontrolled manner, a sugar based derivative with two sites of molecular diversity.",

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T2 - A concise entry to furanose-based carbohydrate templates

AU - Gómez, Ana M.

AU - Barrio, Aitor

AU - Pedregosa, Ana

AU - Valverde, Serafín

AU - López, J. Cristóbal

PY - 2009

Y1 - 2009

N2 - (Chemical Equation Presented) A highly functionalyzed furanose derivative, accessible in five steps from D-mannose, comprising a halo-alkenyl allylic-oxirane system, undergoes a palladium catalyzed one-pot, three component, assembly with boronic acids (or alkyl boranes) and amines to give, in a complete regioand stereocontrolled manner, a sugar based derivative with two sites of molecular diversity.

AB - (Chemical Equation Presented) A highly functionalyzed furanose derivative, accessible in five steps from D-mannose, comprising a halo-alkenyl allylic-oxirane system, undergoes a palladium catalyzed one-pot, three component, assembly with boronic acids (or alkyl boranes) and amines to give, in a complete regioand stereocontrolled manner, a sugar based derivative with two sites of molecular diversity.

UR - https://www.scopus.com/pages/publications/70349096799

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DO - 10.1021/jo9012817

M3 - Article

AN - SCOPUS:70349096799

SN - 0022-3263

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 16

ER -

Three-component assembly of amines, boronic acids, and a polyfunctionalized furanose: A concise entry to furanose-based carbohydrate templates

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