[Date Prev][Date Next][Thread Prev][Thread Next][Date Index][Thread Index]
[SANET-MG] spinosynA of spinosad is synthesized
The article below is both good news and bad news for organic
agriculture. The good news is that a main ingredient in the organic
insecticide spinosad has been characterized. The bad news is that the
synthesis will probably lead to numerous synthetic copies that will pose
a dilemma for organic approval.
Published online before print June 1, 2004
Proc. Natl. Acad. Sci. USA, 10.1073/pnas.0401247101
Total synthesis of (-)-spinosyn A
Dustin J. Mergott, Scott A. Frank *, and William R. Roush
Department of Chemistry, University of Michigan, Ann Arbor, MI 48109
A convergent, highly stereoselective total synthesis of (-)-spinosyn A
(1) is described. Key features of the synthesis include the transannular
Diels-Alder reaction of macrocyclic pentaene 11 and the transannular
Morita-Baylis-Hillman cyclization of 12 that generates tetracycle 26.
The total synthesis of (-)-spinosyn A was completed by a sequence
involving the highly -selective glycosidation reaction of 13 and
glycosyl imidate 30.
********************************************************
To unsubscribe from SANET-MG:
1- Visit http://lists.sare.org/archives/sanet-mg.html to unsubscribe or;
2- Send a message to <listserv@sare.org> from the address subscribed to the list. Type "unsubscribe sanet-mg" in the body of the message.
Visit the SANET-MG archives at: http://lists.sare.org/archives/sanet-mg.html
For more information on grants and other resources available through the SARE program, please visit http://www.sare.org.