HIGHLY STEREOSELECTIVE SYNTHESIS OF (2E,4E)-DIENAMIDES AND (ZE,4E)-DIENOATES VIA A DOUBLE ELIMINATION REACTION
Synthesis of 2(E),4(E)-dienamides and 2(E),4(E)-dienoates from 1,3-dienes via 2-phenylsulfonyl 1,3-dienes
β Scribed by Plobeck, Niklas A.; Baeckvall, Jan E.
- Book ID
- 126091948
- Publisher
- American Chemical Society
- Year
- 1991
- Tongue
- English
- Weight
- 615 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
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.
The title compound, C~17~H~12~Cl~2~O, crystallizes in a centrosymmetric space group. The dihedral angle between the two benzene rings is 24.7β (1)Β°. The crystal packing is characterized by non-classical CβH...O and CβH...Cl inter- and intramolecular hydrogen bonds.