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2- and 3-Haloalkoxy Fischer Carbene Complexes of Chromium as Synthons for either Hydroxycyclopropanation or Oxaspirocyclopropanation of Alkenes

✍ Scribed by José Barluenga; Salomé López; Andrés A. Trabanco; Josefa Flórez

Publisher: John Wiley and Sons
Year: 2001
Tongue: English
Weight: 139 KB
Volume: 7
Category: Article
ISSN: 0947-6539
DOI: 10.1002/1521-3765(20011105)7:21<4723::aid-chem4723>3.0.co;2-v

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✦ Synopsis

The thermal reaction of 2-haloethoxy-and 3-chloropropoxy(alkenyl)carbene complexes of chromium with electronically neutral alkenes furnished diastereoselectively the corresponding 1-haloalkoxy-1-vinylcyclopropanes that, subjected to subsequent halogen ± lithium exchange reactions, provided vinylcyclopropanols or compounds containing the spiro[cyclopropane ± tetrahydrofuran/tetrahydropyran] structure, depending on the nature of both the halogen atom and the lithiating reagent. The hydroxycyclopropanation reaction can be efficiently achieved in a onepot fashion.

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ChemInform Abstract: 2- and 3-Haloalkoxy

ChemInform Abstract: 2- and 3-Haloalkoxy Fischer Carbene Complexes of Chromium as Synthons for Either Hydroxycyclopropanation or Oxaspirocyclopropanation of Alkenes.

✍ Jose Barluenga; Salome Lopez; Andres A. Trabanco; Josefa Florez 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

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