(2S)-1,1-Diphenyl-2-Allyloxy-Pent-4-en → (2S)-2-benzhydryl-3,6-dihydro-2H-pyran

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Reaction Steps

Into a solution of (2S)-1,1-Diphenyl-2-Allyloxy-Pent-4-ene 26a (0.19 g, 0.68 mmol) in dry benzene was added Grubb catalyst (0.028 g, 0.034 mmol, 5%) and the solution was refluxed under N2 for 20 h. The solvent was removed, and the residue was purified by flash chromatography (hexane/ether=9:1) to give 0.15 g (2S)-2-benzhydryl-3,6-dihydro-2H-pyran, 27a (88%, [α]D=(−)79.3, c=1, MeOH).

Provenance & Evidence