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2-(chloromethyl)-3-tosylpropene as useful reagent for the general synthesis of functionalized 2-substituted 1,3-dienes. Application to the synthesis of (±)-ipsenol

✍ Scribed by Carmen Nájera; José Miguel Sansano


Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
260 KB
Volume
34
Category
Article
ISSN
0040-4039

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✦ Synopsis


The reaction of the monolithium derivative of 2-(ckloromethyl)-3-tosylpropene (2) with bmwmethy1trim&y1r dfords the p-8ilyl sldfone 7. which aftex mwhphik lutbstitutiocl followed by fluoride induced @.hnbtion of to8yltrimethylsilrme gives 2-sulnltituted omjllgated dialed L whal cxnnpod 7 reacts first with zinc in the presence of iaovalemldehyde and that with ktrabutylamttonitmt fluoride'raccmic ipsend (10). an qpg&mphaomgsofIhebaskbc&Ipapt3nnxyiuusLaoia.L~


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