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- Title
A Short and Efficient Synthesis of (±)-Modhephene by a Stereoelectronically-Controlled Ene-Reaction.
- Authors
Oppolzer, Wolfgang; Bättig, Kurt
- Abstract
(±)-Modhephene ( 6) has been synthesized from the easily available trimethylpentalenone 1 in 6 steps in 26% overall yield (Scheme 2). The remarkably smooth 1,4-addition/enolate trapping 1 → 2 and subsequent selenoxide elimination after oxidation furnished the key intermediate 3 which underwent an expedient and highly stereoselctive intramolecular ene-reaction to give the propellane 4, readily convertible to (±)- 6.
- Publication
Helvetica Chimica Acta, 1981, Vol 64, Issue 7, p2489
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19810640756