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Design and Applications of Unconventional Borylation Reactions

Información del proyecto

Identificador del acuerdo de subvención: 337776

Estado

Proyecto cerrado

  • Fecha de inicio

    1 Febrero 2014

  • Fecha de finalización

    31 Enero 2019

Financiado con arreglo a:

FP7-IDEAS-ERC

  • Presupuesto general:

    € 1 495 200

  • Aportación de la UE

    € 1 495 200

Organizado por:

UNIVERSIDAD AUTONOMA DE MADRID

España

Objetivo

"Boronic esters are versatile synthetic intermediates for the preparation of a wide range of organic molecules. The recent approval of the anti-cancer agent Velcade, the first boronic acid containing drug commercialized, further confirms the status of boronic acid derivatives as an important class of compounds in chemistry and medicine. This proposal aims to develop three new unconventional approaches for the synthesis of boronic esters.
The first one is based on the use of copper (low price and low toxicity) to promote unknown borylation reactions. Our method is an important step forward in that it proceeds using catalytic quantities of copper and allows the formation of a C-B bond along with a C-C or a C-N bond in a single catalytic cycle. Additionally, a copper-catalyzed borylation reaction is proposed as the key tool to solve the total synthesis of nigricanoside A, a potent antimitotic agent. The total synthesis of this natural product could have an impact in cancer research similar to that found for taxol or epothilones.
The second approach deals with the development of borylation reactions under metal-free conditions. I propose to use bifunctional catalysts to promote the dual activation of B-B bonds and suitable electrophiles. This approach constitutes an unconventional way to synthesize boronic esters and has no precedent in the literature.
Finally, the third section of this proposal branches into riskier territory. I propose to use Lewis-base/diboron adducts to generate organoboryl radicals. If successful, the potential impact will be very high and will certainly open unexplored ways in boron chemistry.
The copper-catalyzed, metal-free, and radical approaches proceed by mechanistically distinct pathways and can give rise to complementary reactivity and selectivity partners. New findings in these areas would represent a significant step in the industrial and academic synthesis of boronic esters."

Investigador principal

Mariola Tortosa Manzanares (Dr.)

Institución de acogida

UNIVERSIDAD AUTONOMA DE MADRID

Dirección

Calle Einstein 3 Ciudad Univ Cantoblanco Rectorado
28049 Madrid

España

Tipo de actividad

Higher or Secondary Education Establishments

Aportación de la UE

€ 1 495 200

Investigador principal

Mariola Tortosa Manzanares (Dr.)

Contacto administrativo

Mª Carmen Puerta (Ms.)

Beneficiarios (1)

UNIVERSIDAD AUTONOMA DE MADRID

España

Aportación de la UE

€ 1 495 200

Información del proyecto

Identificador del acuerdo de subvención: 337776

Estado

Proyecto cerrado

  • Fecha de inicio

    1 Febrero 2014

  • Fecha de finalización

    31 Enero 2019

Financiado con arreglo a:

FP7-IDEAS-ERC

  • Presupuesto general:

    € 1 495 200

  • Aportación de la UE

    € 1 495 200

Organizado por:

UNIVERSIDAD AUTONOMA DE MADRID

España