Archiv der Pharmazie p. 573 - 578 (1989)
Update date:2022-09-26
Topics:
Meise, Werner
Mika, Ulrike
The aminolysis of cis-hexahydroisochromane-2-one (cis-2) with the 2-phenylethylamines 1 can be regulated in such a way that mainly the cis- or mainly the trans-δ-hydroxyamides 3 result.These compounds react with SOCl2 to the corresponding isochromane-1-imines 4 (not isolable in our case), the structure of which is proofed by hydrolysis to 1 and 2, as well as by preparative reaction to the δ-chloroamides 5 and by reduction to the δ-aminoalcoholes 6.All reactions of 3 and of 4 proceed with retention of the configuration.
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