Mini-Reviews in Organic Chemistry

Author(s): Krysthal Marrie dos Santos, Jorge de Lima Neto, Luis Paulo Alves da Silva, Analú Campos Reis, Ricardo Silva Porto, Dimas José da Paz Lima and Antônio Euzébio Goulart Santana*

DOI: 10.2174/1570193X17999200911113127

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

Page: [690 - 708] Pages: 19

  • * (Excluding Mailing and Handling)

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.

Keywords: Pheromone, (+)-grandisol, [2 + 2] cycloaddition, boll weevil, Anthonomus grandis Boh, cyclobutane ring systems.

Graphical Abstract