We thank the NSF (CHE-0619638) for an X-ray diffractometer and Prof. Gerard Parkin, Wesley Sattler, and Aaron Sattler for performing all of the crystallographic analyses. We also thank Dr. George Sukenick for NMR assistance. Financial support was provided by Columbia University, the National Institutes of Health (R01M84994), the NSF (Predoctoral Fellowships to T.C.S. and A.G.R.), Eli Lilly (Grantee award to S.A.S), the Camille and Henry Dreyfus Foundation (New Faculty Award to S.A.S.), and the Research Corporation for Science Advancement (Cottrell Scholar Award to S.A.S.).
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
Total Syntheses of Dalesconol A and B†
Article first published online: 22 JUN 2010
DOI: 10.1002/anie.201002264
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Snyder, Scott A., Sherwood, Trevor C. and Ross, Audrey G. (2010), Total Syntheses of Dalesconol A and B. Angew. Chem. Int. Ed., 49: 5146–5150. doi: 10.1002/anie.201002264
- †
Publication History
- Issue published online: 7 JUL 2010
- Article first published online: 22 JUN 2010
- Manuscript Received: 16 APR 2010
Funded by
- NSF. Grant Number: CHE-0619638
- National Institutes of Health
- NSF
- Eli Lilly
- Camille and Henry Dreyfus Foundation
- Research Corporation for Science Advancement
Keywords:
- cascade reaction;
- natural products;
- polycycles;
- total synthesis
A polycyclic collapse: Use of a carefully designed acyclic intermediate participated in a cascade reaction that formed the entire core of the polyketide-derived dalesconols in a single flask (see scheme). A number of additional and carefully controlled synthetic operations completed an expeditious synthesis of both of these highly bioactive natural products as well as structural congenors.