Synthese von Triafulven??Vorstufen aus trisubstituierten Cyclopropanen

…, R Galli, U Stämpfli, M Neuenschwander

Index: Weber, Andreas; Sabbioni, Gabriele; Galli, Roberto; Staempfli, Urs; Neuenschwander, Markus Helvetica Chimica Acta, 1988 , vol. 71, p. 2026 - 2033

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Citation Number: 14

Abstract

Trisubstituted cyclopropanes 5a-f are prepared by carhene addition to the appropriate olefins. While 5a (Y= OAc) and 5c (Y= Cl) rearrange in the presence of BuLi, 5d (Y= SPh) is stable enough to allow the envisaged sequence for triafulvene (Scheme 2): halogen-Li exchange, followed by methylation of 6d, gives 7d in a 93 YO yield; after base-induced elimination of HBr from 7d, the key precursor l-methylene-2-(phenylthio) cyclopropane (9, ...