The first equilibration of l-methoxycyclohexa-1.4-dienes, readily available from metalassmnia reduction of anisoles. 1 with the more stable cyclohexa-1,3-dienes, was with potassamide in -nia.l This, and other basic reagents in DHSO. have experimental disadvantages.
Synthesis of some polycyclic quinones through 1-methoxycyclohexa-1,3-dienes
β Scribed by A.J. Birch; V.H. Powell
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- French
- Weight
- 187 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
L-Amino acid esters as chiral auxiliaries in the asymmetric complexation of 1-methoxycyclohexa-l,3-diene with pentacarbonyliron afford the R-enantiomer of the corresponding planar chiral tricarbonylimn complex in up to 24% ee.
Nitrotrifluoroacetate adducts, obtained from 1,3-dienes by reaction with ammonium nitrate in trifluoroacetic anhydride, readily eliminate to afford l-nitro-1,3-dienes in high yield.
Nucleophilic attack on 1,4-benzoquinone leads in general to 2,5-disubstituted 1,4benzoquinones'. For example, the action of methanol on benzoquinone, in the presence of zinc n
A one-pot procedure for the transformation of a 1,3-diene into the corresponding 2-(phenylsulfonyl)-1,3-diene was developed. The reaction involves a 1,2-selenosulfonation-oxidation sequence. 2-( Phenylsulfonyl)-1,3-dienes have recently been shown to be versatile synthons in organic transformations.
## Swrnnary: ~icarbonyZ-I3-methoxycyctohe~-2,4-dien-l-yl)-iro~l~l+~ PFcfl-) 2 reacts with a variety of nucleophiles to give 5-substi-&ted cyclohex-2-enones. 2 is sham to be a useful precursor for a convergent synthesis of 5-substituted cyclohcx-2-enones and to be synthetically equivalent to the 5