Original scientific paper

Synthesis and Properties of the Stereoisomeric Triethyl 2-Aminocyclohexane-1,5,5-tricarboxylates

V. Škarić ; Laboratory of Stereochemistry and Natural Products, Institute »Ruder Boskovic«, 41000 Zagreb, Croatia, Yugoslavia
B. Djuras ; Laboratory of Stereochemistry and Natural Products, Institute »Ruder Boskovic«, 41000 Zagreb, Croatia, Yugoslavia
Đ. Škarić ; Laboratory of Stereochemistry and Natural Products, Institute »Ruder Boskovic«, 41000 Zagreb, Croatia, Yugoslavia

Abstract

Hydrogenation of triethyl 2-oxyiminocyclohexane-1,5,5-tricarboxylate
(I) over Raney nickel in isopr-0panol afforded the two
stereoisomeric triethyl 2-aminocyclohexane-1,5,5-tricarboxylates
(II). The conformationally controlled deamination of cis-(Ua) and
trans-(Ilb) isomer yielded the corresponding cydohexanes (VIII)
and (IX) and 2-hydroxy-1,5,5-tricarboxylates (X) .
The preparation of oxyiminotricarboxylate I in acidic media
yielded diethyl 4,5,6, 7-tetrahydro-3-oxo(2, 1) benzisoxazole-5,5-dicarboxylate (III).

Keywords

Hrčak ID:

196678

URI

https://hrcak.srce.hr/196678

Publication date:

15.10.1975.

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