A synthesis of nicotyrine (9), and hence formally racemic nicotine, was carried out by elaboration of the 1 : 1 adduct 2 of cycloocta‐1,5‐diene and chlorosulfonyl isocyanate (ClSO2NCO). Transformation of adduct 2 into carbamate 4 was followed by ozonolysis, tosylation, and NaH treatment, which led to pyrrolidinylpiperidinone 6. LiAlH4 Reduction, debenzylation, and aromatization yielded 2.
Reaction of methyl pimarate (VI) and methyl isopimarate (I) with paraformaldehyde catalyzed by askanite-bentonite resin is shown to proceed as addition of two formaldehyde molecules affording a mixture of tetrahydropyran-or tetrahydrofuran-fused pimarates. The reaction mechanism is discussed in detail.-(KUZAKOV, E. V.; SHMIDT, E. N.; KORCHAGINA, D. V.; BAGRYANSKAYA, I. YU.; GATILOV, YU. V.; BARKHASH, V. A.; Zh. Org.
Treatment of the Methyl Ester of Abietic Acid with Different Dienophiles on Zeolites. -The ester (I) reacts with the dienophiles (II), (IV) and (IX) yielding Diels-Alder adducts and/or products which result form ene-reaction depending on the educt nature (yields given in g). -(KUZA-KOV, E. V.; SHMIDT, E. N.; KORCHAGINA, D. V.; BAGRYANSKAYA, I. YU.; GATILOV, YU. V.; BARKASH, V. A.; Zh.
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