Tetrahedron p. 1419 - 1434 (1994)
Update date:2022-07-31
Topics:
Wender, Paul A.
Tebbe, Mark J.
The synthesis and chemistry of a monocyclic analogue of neocarzinostatin chromophore are described.This analogue is activated through a Michael addition process and provides cycloaromatized products similar to those obtained in the activation of neocarzinostatin chromophore.Mechanistic studies on this analogue have led to the first identification of a diyl self-quenching pathway based on a 1,5-hydrogen atom transfer that provides a novel hypothesis about the relationship between thiol structure and DNA single and double strand cleavage selectivity for neocarzinostatin chromophore and diyl-based cleaving agents.
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Doi:10.1007/BF00798410
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