ChemInform Abstract: Transannular Diels-Alder Cyclization of a Substituted 13-Membered Macrocyclic Triene. An Approach to the A.B.C.(6.6.5) Rings of the Veratrum Alkaloids.
Abstract
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ChemInform Abstract
Transannular Diels-Alder cyclization of the 13-membered macrocyclic triene (V) gives the tricycle (VI). Its ring junctions of cis-anti-cis stereochemistry are used to investigate the possibility of introducing a hemiketal oxygen bridge between positions 9 and 4 of the Veratrum alkaloid skeleton. However, only the diol lactone (IX) and its β- benzoate analogue are obtained.
