Periplanone B is a
pheromone produced by the female American cockroach, ''
Periplaneta americana
The american cockroach (''Periplaneta americana'') is the largest species of common cockroach, and often considered a pest. In certain regions of the U.S. it is colloquially known as the waterbug, though it is not a true waterbug since it is not ...
''. It is a sexual attractant to male cockroaches, especially at short ranges.
History
The activity of this pheromone was first described in 1952, but it was not until 25 years later that Persoons ''et al.'' reported the gross structure of periplanones A and B. The
stereochemical
Stereochemistry, a subdiscipline of chemistry, involves the study of the relative spatial arrangement of atoms that form the structure of molecules and their manipulation. The study of stereochemistry focuses on the relationships between stereois ...
configuration and first
total synthesis were reported by
W. Clark Still's group at
Columbia University
Columbia University (also known as Columbia, and officially as Columbia University in the City of New York) is a private research university in New York City. Established in 1754 as King's College on the grounds of Trinity Church in Manhatt ...
in 1979.
References
Insect pheromones
Epoxides
Sesquiterpenes
Spiro compounds
Ketones
Dienes
Oxygen heterocycles
Vinylidene compounds
{{Ketone-stub