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New highly strained bridgehead imines, 2-azaadamant-1-ene and 4-azaprotoadamant-3-ene

โœ Scribed by Tadashi Sasaki; Shoji Eguchi; Takashi Okano


Book ID
104219773
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
252 KB
Volume
23
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


An azaanalog of adamantene, 2-azaadamant-1-ene (A) and 4-azaprotoadamant-3-ene ( were generated in the nonstatlstlcal ratio via photolysls of 3-azldonoradamantane ( )

The highly strained L and z could not be isolable but were trapped by MeOH Acldolysls of Z+ was


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Photolysis or flash vacuum clo[3.2.21non-5-ene lJ, a was trapped with methanol. pyrolysis of 1-bicycloC3.2.1loctylazide 2 yields 6-azabicystrained bridgehead imine, which could not be isolated but Renewed interest in the synthesis and chemistry of bridgehead olefins (Bredt-olefins)\* has been arouse