A catalytic conversion of 1-methoxycyclohexa-1,4-dienes into 1-methoxycyclohexa-1,3-dienes
β Scribed by A.J. Birch; K.P. Dastur
- Publisher
- Elsevier Science
- Year
- 1972
- Tongue
- French
- Weight
- 89 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
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.
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.
Clemmensen reduction (zinc and hydrogen chloride in dry diethyl ether) of 1-methoxy-and l,S-dimethoxy-cyclohexa-1,4-diene affords the cyclopropyl ethers, l-methoxy-and 1,5-dimethoxy-bicycloI3.l.Olhexane; in the presence of acetic anhydride, reduction of 6-acetyl-l-methoxy-6-methyl-cyclohexa-1,4-dien
## 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
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