Abstract
(matrix presented) epi-7-Deoxypancratistatin containing the cis-fused phenanthridone core was synthesized in 12 steps from bromobenzene. Key features of this synthesis include the enzymatic oxidation of bromobenzene with toluene dioxygenase, selective opening of a cyclic sulfate over an aziridine with oxygen nucleophiles, and an intramolecular Lewis acid-catalyzed cyclization onto an epoxy conduramine derived via aza-Payne rearrangement.
Original language | English |
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Pages (from-to) | 115-117 |
Number of pages | 3 |
Journal | Organic Letters |
Volume | 4 |
Issue number | 1 |
DOIs | |
Publication status | Published - Jan 10 2002 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry