intramolecular prins reactions of vinylcyclopropanes with aldehydes and ketones: a new synthesis of...

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2006 Ring closure reactions O 0130 Intramolecular Prins Reactions of Vinylcyclopropanes with Aldehydes and Ketones: A New Synthesis of Semicyclic Conjugated Dienes. — It is demonstrated, that the TosOH mediated intramolecular Prins reaction of vinylcyclopropanes with aldehydes and ketones followed by a regioselective dehydration results in a synthesis of semicyclic dienes. The utility of the process is shown by conversion of diene (VIII) to tricycle (X). — (LIU, Y.; MAGOMEDOV*, N. A.; Synlett 2005, 20, 3075-3078; Dep. Chem., Univ. Rochester, Rochester, NY 14627, USA; Eng.) — Mais 17- 034

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Page 1: Intramolecular Prins Reactions of Vinylcyclopropanes with Aldehydes and Ketones: A New Synthesis of Semicyclic Conjugated Dienes

2006

Ring closure reactionsO 0130 Intramolecular Prins Reactions of Vinylcyclopropanes with Aldehydes and

Ketones: A New Synthesis of Semicyclic Conjugated Dienes. — It is demonstrated, that the TosOH mediated intramolecular Prins reaction of vinylcyclopropanes with aldehydes and ketones followed by a regioselective dehydration results in a synthesis of semicyclic dienes. The utility of the process is shown by conversion of diene (VIII) to tricycle (X). — (LIU, Y.; MAGOMEDOV*, N. A.; Synlett 2005, 20, 3075-3078; Dep. Chem., Univ. Rochester, Rochester, NY 14627, USA; Eng.) — Mais

17- 034