L. Ackermann, D. Tom, A. Fürstner
Apr 7, 2000
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0
Influential Citations
70
Citations
Quality indicators
Journal
Tetrahedron
Abstract
Abstract Syntheses of conduritol A, E and F derivatives are described using galactitol, d -mannitol and d -glucitol, respectively, as the starting materials. The key steps of this approach comprise a Tebbe olefination reaction for the preparation of dienes 15 , 21 and 27 followed by ring closing metathesis (RCM) for the formation of the polyhydroxylated cyclohexene rings of the targets. A comparative study shows that the latter transformation is best achieved with catalytic amounts of ruthenium carbene complex 3a bearing one PCy 3 and one 2,3-dihydro-1 H -imidazol-2-ylidene ligand in its coordination sphere.