Synthesis of geometrically defined exocyclic olefins

Autor: Beth-Ann Badea, Chan Kou Hwang, Youssef L. Bennani, Laura J. Dar-ti, Stacie S. Canan Koch, Kristin S. Marron, Alex M. Nadzan
Rok vydání: 1996
Předmět:
Zdroj: Tetrahedron Letters. 37:8109-8112
ISSN: 0040-4039
DOI: 10.1016/0040-4039(96)01885-0
Popis: The treatment of bicyclic and tricyclic ketones with lithium ethynyl acetylide, followed by the addition of a catalytic amount of CSA or p-TSA, affords the corresponding exocyclic olefinic ester in good yields, and geometric ratios up to 13:1 favoring the cis olefin. This procedure represents an addition to the repertoire of olefination methods and can readily be extended to other cyclic and acyclic systems.
Databáze: OpenAIRE