Synthetic Strategies for the (+)-Grandisol, the Main Constituent of Boll Weevil Pheromone

Author:

dos Santos Krysthal Marrie1,de Lima Neto Jorge2,da Silva Luis Paulo Alves2,Reis Analú Campos2,Porto Ricardo Silva2,da Paz Lima Dimas José2,Santana Antônio Euzébio Goulart3ORCID

Affiliation:

1. Chemistry and Biotechnology Institute, Federal University of Alagoas, Maceio, Brazil

2. Chemistry and Biotechnology Institute, Federal University of Alagoas, Maceió, Brazil

3. Center of Engineering and Agrarian Science, Federal University of Alagoas, Rio Largo, Brazil

Abstract

This paper presents a short review of synthetic approaches aiming to synthesise (+)- Grandisol, the main constituent of grandlure, a pheromone mixture released by the boll weevil, which is proven to exhibit significant biological activity. (+)-Grandisol 1 is among the components of the male-produced pheromone of the boll weevil Anthonomuns grandis, an important pest of cotton crops in Mesoamerica (from the south USA to Argentina). As a result of its biological activity and unique structure, several synthetic approaches have been reported. The aim is to explore remarkable methodologies towards the synthesis of (+)-Grandisol 1. Several methodologies have been applied towards the synthesis of (+)-Grandisol 1, including classical methods for cyclobutane ring construction, which promoted substantial improvements to access this pheromone, as well as a better comprehension of its biological profile.

Funder

Fapesp

CNPq

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry

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