Practical preparation and metallo-ene reactions of (2-alkenylallyl)-magnesium chlorides: comparative study of magnesium activation

Von Oppolzer, Wolfgang; Schneider, Philippe

doi:10.1016/S0040-4039(01)81370-8

Scientific article

Letter

English

Practical preparation and metallo-ene reactions of (2-alkenylallyl)-magnesium chlorides: comparative study of magnesium activation

ContributorsVon Oppolzer, Wolfgang; Schneider, Philippe

Published inTetrahedron letters, vol. 25, no. 31, p. 3305-3308

Publication date1984

Abstract

Magnesium activated by equilibration with its anthracene adduct in THF metalates smoothly 2-alkenyl chlorides at −65°C without significant coupling. The resulting solutions of Grignard reagents are subjected to thermal (80–130°C) cyclization followed by trapping with electrophiles.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang, SCHNEIDER, Philippe. Practical preparation and metallo-ene reactions of (2-alkenylallyl)-magnesium chlorides: comparative study of magnesium activation. In: Tetrahedron letters, 1984, vol. 25, n° 31, p. 3305–3308. doi: 10.1016/S0040-4039(01)81370-8

Article (Published version)

Identifiers

PID : unige:168002
DOI : 10.1016/S0040-4039(01)81370-8

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403901813708

Journal ISSN0040-4039

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Practical preparation and metallo-ene reactions of (2-alkenylallyl)-magnesium chlorides: comparative study of magnesium activation

Magnesium activated by equilibration with its anthracene adduct in THF metalates smoothly 2-alkenyl chlorides at −65°C without significant coupling. The resulting solutions of Grignard reagents are subjected to thermal (80–130°C) cyclization followed by trapping with electrophiles.

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