Bausteine für die Synthese von Indolalkaloiden: Stereoselektive Protonierung von Butyrolacton‐Enolat | Zendy

Spitzner Dietrich | Zendy; Arnold Karen | Zendy; Stezowski John J. | Zendy; Hildenbrand Thomas | Zendy; Henkel Sonja | Zendy

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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.

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