# Total Synthesis of the Sex Pheromone of Clania variegata Snellen and Its Stereoisomers

## TL;DR

Scientists synthesized the sex pheromone of the paulownia bagworm and its stereoisomers for the first time, using an efficient chemical strategy.

## Contribution

The first synthesis of two stereoisomers of the Clania variegata sex pheromone is reported.

## Key findings

- An efficient synthetic strategy was developed involving ring-opening reactions and Yamaguchi esterification.
- The overall yields of the synthesis ranged from 23–29% over eight steps.
- Two stereoisomers of the pheromone were successfully prepared for the first time.

## Abstract

The paulownia bagworm, Clania variegata Snell, is an economically important pest of agriculture and forests. The sex pheromone of this pest and its stereoisomers were synthesized, and two of the stereoisomers were prepared for the first time. Our strategy was efficient and mainly included the ring-opening reaction of (S)-2-methyloxirane, the coupling of chiral sulfonate, the oxidative cleavage of olefin, and Yamaguchi esterification. Moreover, the overall yields of our synthesis were 23–29%, with eight steps in the longest route.