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Short and stereoselective synthesis of (±)-ibogamine via a Vinylsulfone intermediate, IV

✍ Scribed by Herdeis, Claus ;Hartke-Karger, Claudia


Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
634 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

Ibogamine (11b) was synthesized starting from the vinyl sulfone 3. Addition of organocuprate reagents to 3 furnished 2a–d with high stereoselectivity. Only products from the syn addition of the cuprate reagents could be detected. Functional group transformations provided 7a,b the key intermediates for the synthesis of (±)‐21‐noribogamine (11a) and (±)‐ibogamine (11b).


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