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Bausteine für die Synthese von Indolalkaloiden: Stereoselektive Protonierung von Butyrolacton‐Enolat
Author(s) -
Spitzner Dietrich,
Arnold Karen,
Stezowski John J.,
Hildenbrand Thomas,
Henkel Sonja
Publication year - 1989
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19891221034
Subject(s) - chemistry , stereoselectivity , stereochemistry , protonation , indole alkaloid , indole test , deprotonation , lithium (medication) , organic chemistry , catalysis , medicine , ion , endocrinology
Building Block for the Synthesis of Indole Alkaloids: Stereoselective Protonation of Butyrolactone Enolate Lithium butyrolactone enolate adds stereoselectively to pyridium salts 2 to form an intermediate for the indole alkaloid antirhine ( 1 ). The desired stereochemistry, determined by X‐ray analysis, was obtained by a deprotonation‐reprotonation step.