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Stereoselectivity Wagner-Meerwein rearrangement

A bicyclo[3.2.1] system is synthesized by treating 1,5-cyclooctadiene with antimony(V) chloride in carbon tetrachloride. After initiation by addition of chloronium ion, a sequence of cyclization and Wagner-Meerwein rearrangements leads stereoselectively to the bicycle l13. [Pg.151]

Transannulation reactions involving triple bonds59 or allenic units60 are known. The major products are mostly decalin skeletons but hydroazulene formation is also found. Stereoselection regarding the ring junction is low and in some cases Wagner-Meerwein rearrangements lead to constitutional isomers. [Pg.161]


See other pages where Stereoselectivity Wagner-Meerwein rearrangement is mentioned: [Pg.167]    [Pg.167]    [Pg.220]    [Pg.222]    [Pg.82]    [Pg.733]    [Pg.721]    [Pg.109]    [Pg.161]    [Pg.31]    [Pg.381]    [Pg.384]    [Pg.266]    [Pg.200]    [Pg.81]    [Pg.40]    [Pg.561]    [Pg.268]    [Pg.223]    [Pg.623]   
See also in sourсe #XX -- [ Pg.381 ]




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Meerwein

Meerwein rearrangement

Rearrangements stereoselective

Wagner

Wagner-Meerwein

Wagner-Meerwein rearrange

Wagner-Meerwein rearrangement

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