INVESTIGATION OF THE REGIO- AND STEREOSELECTIVITY OF THE ANNELATION REACTION OF CYCLIC SCHIFF BASE WITH STRUCTURALLY ASYMMETRICAL β,β′-TRIKETONES. SYNTHESIS AND PROPERTIES OF 17-ACETOXY-8-AZA-D-HOMOGONA-12,17a-DIONES

Authors

  • О. В. Гулякевич Institute of Bioorganic Chemistry, National Academy of Sciences of the Belorussian Republic
  • В. Г. Зайцев Institute of Bioorganic Chemistry, National Academy of Sciences of the Belorussian Republic
  • А. Л. Михальчук Institute of Bioorganic Chemistry, National Academy of Sciences of the Belorussian Republic

DOI:

https://doi.org/10.1007/295

Keywords:

8-aza-D-homogonanes, 2-acylcyclohexane-l, 3-diones, 3, 4-dihydroisoquinoline, annelation, regiospecificity, stereochemistry, 13, 13'-triketone tautomerism

Abstract

Annelation ([2+4]-cyclocondensation) of 3,4-dihydroisoquinolines and 2-acetyl-4-acetoxycyclohexane-1,3-dione gives 17-acetoxy-8-aza-D-homogona-12,17a-diones as a mixture of the C(9),C(17)-stereoisomers with the (9R,17S: 9S,17R) racemic pair predominating.

Authors: O. V. Gulyakevich, V. G. Zaitsev, and A. L. Mikhal'chuk.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (8), pp 956-962

http://link.springer.com/article/10.1007/BF02256981

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Published

2013-02-12

Issue

No. 8 (2000)

Section

Original Papers