Abstract
The termination of epoxide-initiated cascade cyclizations with a range of "protected" phenols is described. When the protecting group can be lost as a stabilized electrophile, the cascade process continues beyond ring closure to afford products which have undergone a tandemelectrophilic aromatic substitution. A number of groups have proven viable in this process and the regiochemistry of their substitution reactions has been studied. Application of this methodology in the first total synthesis of (+)-schweinfurthin A, a potent antiproliferative agent, has been achieved.
Original language | English (US) |
---|---|
Pages (from-to) | 909-919 |
Number of pages | 11 |
Journal | Journal of Organic Chemistry |
Volume | 76 |
Issue number | 3 |
DOIs | |
State | Published - Feb 4 2011 |