Author : G. Leslie Burnett IV
Publisher :
ISBN 13 : 9781303424885
Total Pages : 323 pages
Book Rating : 4.4/5 (248 download)
Book Synopsis A Synthetic Approach Towards Paecilospirone by : G. Leslie Burnett IV
Download or read book A Synthetic Approach Towards Paecilospirone written by G. Leslie Burnett IV and published by . This book was released on 2013 with total page 323 pages. Available in PDF, EPUB and Kindle. Book excerpt: Our research focuses on the total synthesis of naturally occurring highly oxidized and densely functionalized carbon skeletons. The generation of dearomatized intermediates and o-quinone methides enable the rapid manipulation and derivatization of aromatic cores. o-Quinone methides in particular undergo a variety of reactions, but in the presence of enol ethers cycloaddition reactions predominate, which enable access to complex spiroketal derivatives. The use of this technology enables the generation of spiroketals in a kinetic fashion, not possible through traditional thermodynamic ketalizations. Herein, we will overview our studies towards finding an appropriate o-quinone methide precursor and demonstrate the application of this methodology towards the total synthesis of paecilospirone, a marine natural product whose unique chroman spiroketal core had not previously been encountered in nature prior to its isolation.