Elsevier

Tetrahedron Letters

Volume 32, Issue 40, 30 September 1991, Pages 5469-5472
Tetrahedron Letters

Diastereoselection in the intramolecular diels-alder reaction of o-quinodimethanes.

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Abstract

An efficient diastereoselective synthesis of 2 is presented. A key feature is the intramolecular Diels-Alder reaction of o-quinodimethanes intermediates 3 derived from benzocyclobutenes 4 in which the exo-transition state is favored by incorporation of an amide functionality.

An efficient diastereoselective synthesis of 2 is presented via an intramolecular Diels-Alder reaction of o0Quinodimethanes 3, obtained from benzocyclobutene 1.

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