- Synthesis of 5-/10-membered ring analogues of the dienediyne core of neocarzinostatine chromophore by palladium(0)-mediated ring-closure reaction
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The new dienediynes 5, 6, and 7 were synthesised from a monoprotected diyne and an already described bis(enol triflate) 4 derived from formylcyclopentanone. When 5 and 6 were subjected to nucleophilic attack by a thiol, cycloaromatisation occurred, and the phenanthrenes 23a and 23b were obtained in 30 and 42% yield, respectively. VCH Verlagsgesellschaft mbH, 1996.
- Suffert, Jean,Abraham, Estelle,Raeppel, Stephane,Brueckner, Reinhard
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p. 447 - 456
(2007/10/03)
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- Acid-catalyzed rearrangement of cyclobutanones. VI. Syntheses of chrysenes and steroid-like substances
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Cyclobutanones derived from 1-naphthylketenes and 1,3-cycloalkadienes were prepared.These undergo acid rearrangements under a variety of conditions to give tetracyclic ketones.The tetracyclic ketones were converted to chrysene and substituted cyclopentenophenanthrenes.A mechanistic scheme is proposed for the rearrangement process.
- Lee-Ruff, Edward,Hopkinson, Alan C.,Dao, le H.
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p. 1675 - 1679
(2007/10/02)
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