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Carbon-nitrogen bond formation alkylative cyclization

A possible mechanism for the cyclization is indicated in A- C. It will be noted that the stereochemistry of the product (CCCXCI) thus formed is that of the natural series of alkaloids at Ci4 This results from the fact that the amino group of CCCXC must be equatorial since its adjacency to a ketone allows it to epimerize to the more stable configuration after its formation. The alkylation reaction can obviously form the new carbon-carbon bond only cis to the nitrogen atom, and the result is a cis decalin system in CCCXCI, even though the precursor (CCCXC) undoubtedly has a trans decalin system. [Pg.241]


See other pages where Carbon-nitrogen bond formation alkylative cyclization is mentioned: [Pg.211]    [Pg.716]    [Pg.570]    [Pg.117]    [Pg.43]    [Pg.53]    [Pg.531]    [Pg.715]    [Pg.261]    [Pg.174]    [Pg.117]    [Pg.174]    [Pg.174]    [Pg.890]    [Pg.738]    [Pg.174]    [Pg.101]   
See also in sourсe #XX -- [ Pg.1226 , Pg.1227 , Pg.1228 , Pg.1229 , Pg.1230 , Pg.1231 , Pg.1232 , Pg.1233 , Pg.1234 , Pg.1235 , Pg.1236 , Pg.1237 , Pg.1238 , Pg.1239 , Pg.1240 , Pg.1241 , Pg.1242 , Pg.1243 ]




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Alkyl Bond Formation

Alkyl Bonds

Alkyl carbonate

Alkyl formation

Alkylation bond formation

Alkylation carbon

Alkylation nitrogen

Bond carbon-nitrogen

Carbon-alkyl bond

Carbon-nitrogen bond formation

Carbon-nitrogen bonds cyclizations

Carbonates cyclization

Cyclizations alkylation

Nitrogen, formation

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