Optically active 2,2-dimethyl-1,3,4-triazabicyclo[4.1.0]heptan-5-one: synthesis, spontaneous resolution and absolute configuration

1999 1,2,3-and 1,2,4-triazine derivatives 1,2,3-and 1,2,4-triazine derivatives R 0640 -158Optically Active 2,2-Dimethyl-1,3,4-triazabicyclo[4.1.0]heptan-5-one: Synthesis, Spontaneous Resolution and Absolute Configuration.-The racemic title bicycle (V) undergoes spontaneous resolution on crystallization from chloroform or acetone. The absolute configuration of the obtained enantiopure product (16-44% e.e.) is determined by comparison with (S)-(V) derived from (S)-Ser-OMe (I). Mutarotation due to partial conversion of (V) into the corresponding isopropylidene (VI) is observed in MeOH solution. -(KOSTYANOVSKY, REMIR G.; DORMOV, PAVEL E.; TRAPENCIERIS, PETERIS; STRUMFS, BORISS; KADORKINA, GULNARA K.; CHERVIN, IVAN I.; KALVIN'S, IVARS YA.; Mendeleev Commun

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ChemInform Abstract: Optically Active 2,2‐Dimethyl‐1,3,4‐triazabicyclo[4.1.0]heptan‐5‐one: Synthesis, Spontaneous Resolution and Absolute Configuration.

Kostyanovsky

Dormov

Trapencieris

et al. 1999

ChemInform

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The principal publications of I. Kalvinsh on the chemistry and application of heterocyclic compounds

2007

Chem Heterocycl Compd

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2-Carbamoylaziridine (Leakadine): diastereoselective transformations and stereoelectronic effect*

Kostyanovsky

Кадоркина

Krutius

et al. 2012

Chem Heterocycl Comp

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Optically active 2,2-dimethyl-1,3,4-triazabicyclo[4.1.0]heptan-5-one: synthesis, spontaneous resolution and absolute configuration

Cited by 11 publications

References 11 publications

ChemInform Abstract: Optically Active 2,2‐Dimethyl‐1,3,4‐triazabicyclo[4.1.0]heptan‐5‐one: Synthesis, Spontaneous Resolution and Absolute Configuration.

ChemInform Abstract: Optically Active 2,2‐Dimethyl‐1,3,4‐triazabicyclo[4.1.0]heptan‐5‐one: Synthesis, Spontaneous Resolution and Absolute Configuration.

The principal publications of I. Kalvinsh on the chemistry and application of heterocyclic compounds

2-Carbamoylaziridine (Leakadine): diastereoselective transformations and stereoelectronic effect*

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