Phenyl butylene bromide

Phenyl butylene bromide i-2-Di-brom 4-phenyl butane... 

It should be emphasized also that in phenyl butylene bromide we have a space relationship exactly the same as in the case of an epsilon-... 

Character of Center Nucleus.—As was stated in connection with anthracene itself we can not say positively as to the character of the center nucleus in either the hydrocarbon or the quinone. In anthracene the aliphatic character of this center nucleus is indicated by its formation from an ethane residue, by the tetra-brom ethane synthesis. This does not, however, preclude the possibility of its becoming a true benzene nucleus when condensed with two benzene rings, for benzene itself may be made from aliphatic hydrocarbons, from acetylene by polymerization (p. 478), and from hexane through hexa-methylene with the loss of hydrogen after the formation of the cyclo-paraffin (p. 469). Also naphthalene, in which there is no doubt of the benzene character of the two nuclei, may have one nucleus formed from an aliphatic chain as in the syntheses given (p. 767) from phenyl butylene bromide, from phenyl vinyl acetic acid and from tetra-carboxy ethane. In the same way the facts in regard to anthraquinone do not prove... 

A soln. of startg. organocerium compd. (prepared from methylmagnesium bromide and CeCl3) added dropwise to a stirred soln. of a-benzyloxyiminoacetophenone (2S,3S)-l,4-dimethoxy-2,3-butylene acetal in dry THF under N2 at —78°, stirred at — 23° to 0° until t.l.c. indicated completion of reaction (1-3 h), and treated with water - 2S-2-benzyloxyamino-1 -phenyl-1 -propanone (2S,3S)-1,4-dimethoxy-2,3-butylene acetal. Y 84% (99% d.e.). F.e.s. H. Fujioka et al., Chem. Pharm. Bull. 37, 602-5 (1989) from aldoximes with RLi/BF3 cf. K.E. Rodriques et al., Tetrahedron Letters 29, 3455-8 (1988). 

In the structure (553), the C-5-C-8 diene moiety of a typical retinoid structure is incorporated in a phenyl ring. As a result, the C-6—C-7 single bond is fixed in the cisoid configuration. Thus (553a) was prepared by reacting the phosphonium bromide (552a) with the formylcarboxylate (169) in the presence of butylene... 

---