Enantiospecific synthesis of both enantiomers of the longtailed mealybug pheromone and their evaluation in a new zealand vineyard

TitleEnantiospecific synthesis of both enantiomers of the longtailed mealybug pheromone and their evaluation in a new zealand vineyard
Publication TypeJournal Article
Year of Publication2015
AuthorsRamesh, R, Bell, V, Twidle, AM, Gonnade, RG, D. Reddy, S
JournalJournal of Organic Chemistry
Volume80
Issue15
Pagination7785-7789
Date PublishedAUG
ISSN0022-3263
Abstract

The irregular monoterpenoid sex pheromone of Pseudococcus longispinus and its enantiomer were prepared from the corresponding bornyl acetates. The use of readily accessible chiral starting materials and lactone lactone rearrangement are the highlights of the present synthesis. The biological activities of the two enantiomers and racemic mixture were tested in a New Zealand vineyard. The (S)-(+)-enantiomer was significantly more attractive to P. longispinus males than the racemic mixture or the (R)-(-)-enantiomer.

DOI10.1021/acs.joc.5b01131
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)4.785
Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry