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Überführung des (−)‐Tabersonins in ein Indolo[2,3‐ b ]chinolizin, eine bemerkenswerte molekulare Umwandlung
Author(s) -
Hofheinz Werner,
Schönholzer Peter,
Bernauer Karl
Publication year - 1976
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19760590423
Subject(s) - chemistry , solvolysis , stereochemistry , derivative (finance) , fragmentation (computing) , organic chemistry , financial economics , economics , hydrolysis , computer science , operating system
The conversion of (−)‐tabersonine into an indolo[2,3‐ b ] quinolizine, a remarkable molecular transformation. Silver ion assisted solvolysis of the (−)‐tabersonine derivative 6 yields the indolo[2,3‐ b ]quinolizine 12 by a unique fragmentation/rearrangement sequence. The structure of 12 was determined by spectroscopic methods and has been confirmed by X‐ray crystallography.