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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.

✍ Scribed by Remir G. Kostyanovsky; Pavel E. Dormov; Peteris Trapencieris; Boriss Strumfs; Gulnara K. Kadorkina; Ivan I. Chervin; Ivars Ya. Kalvin's

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

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. -

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