title: Tandem Payne/Meinwald versus Meinwald rearrangements on the α-hydroxy- or α-silyloxy-spiro epoxide skeleton.
abstract: Under Lewis acid activation, the new α-hydroxy-spiro epoxide scaffold 1a underwent an original tandem Payne/Meinwald rearrangement affording the cyclopentyl hydroxymethylketone 6 in a stereospecific manner, while a Meinwald-type epoxide rearrangement occurred when the derived α-trimethylsilyloxy-spiro epoxide 2a was treated with MABR, yielding stereoselectively the cyclohexane carbaldehyde 9.
authors: Unité de Chimie Organique Moléculaire et Macromoléculaire-CNRS UMR 6011, Université du Maine, Avenue Olivier Messiaen, 72085 Le Mans, France.
authors: Jane
authors: J
authors: Totobenazara
authors: Heloua
authors: H
authors: Haroun
authors: Julien
authors: J
authors: Rémond
authors: Karim
authors: K
authors: Adil
authors: Fabrice
authors: F
authors: Dénès
authors: Jacques
authors: J
authors: Lebreton
authors: Catherine
authors: C
authors: Gaulon-Nourry
authors: Pascal
authors: P
authors: Gosselin