Interaction of Derivatives of [2+2]-Cycloadduct Dichloroketene and Dimethylfulvene with Ozone

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Abstract

During ozonation of 2-dichloromethyl-5-(1-methylethylidene)-N-[(1R)-1-phenylethyl]cyclopent-3-en-1-carboxamide in a solution of CH2Cl2-MeOH (10 : 1) at 0°С and (3aR,6aR)-3-hydroxy-6-(1-methylethylidene)-2-[(1R)-1-phenylethyl)-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one in solution of cyclohexane-MeOH (10 : 1) at 5°С under TLC control until complete consumption of the starting compounds, followed by treatment with Me2S, new optically active cyclopentenones for cyclopentanoides, 2-dichloromethyl-5-oxo-N-[(1R)-1-phenylethyl]cyclopent-3-ene-1-carboxamide and (3aR,6aR)-3-hydroxy-2-[(1R)-1-phenylethyl]-2,3,3a,6a-tetrahydrocyclopenta[c]pyrrole-1,6-dione, respectively were obtained.

About the authors

Z. R. Valiullina

Ufa Institute of Chemistry UFRC RAS

Email: valiullina.zulya@mail.ru
Ufa, Russia

N. A. Ivanova

Ufa Institute of Chemistry UFRC RAS

Ufa, Russia

M. S. Miftakhov

Ufa Institute of Chemistry UFRC RAS

Ufa, Russia

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