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Stereoregulation of the C(12b)H-C(2)H relationship in the preparation of 2-substituted 1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizines

✍ Scribed by Mauri Lounasmaa★; Reija Jokela

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 871 KB
Volume: 45
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)89256-5

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✦ Synopsis

Stereochemical control '

the preparation of 2substituted 1,2,3,4,6,7,12,12b-octahy~~oindoloI2,3-a,quinolizines possessing at will the C(12b)H-C(2)H cis or configuration trans was achieved by catalytic reduction ofthe 2,3-dehydro analoques, which were either unsubstituted on the indole nitrogen or substituted with a BOC-group, respectively. The contribution of different conformations to the conf P5 mational equilibrium of the prepared compounds was estimated by C NMR spectral analysis.

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## Abstract ^1^H and ^13^C spectroscopic data for 5__H__‐[1,3]thiazolo[2,3‐__b__]quinazolin‐5‐one and 12__H__‐[1,3]benzothiazolo[2,3‐__b__]quinazolin‐12‐one derivatives were fully assigned by combination of one‐ and two‐dimensional experiments (DEPT, HMBC and HMQC). Both heterocyclic systems show s