SYNTHESIS OF ENANTIOMERICALLY PURE 4-ALKYLSUBSTITUTED TRYPTOPHAN DERIVATIVES BY 
A COMBINATION OF ORGANOMETALLIC REACTIONS WITH ENANTIOSELECTIVE ENZYMATIC 
TRANSFORMATIONS

NETTEKOVEN, M; PSIORZ, M; Waldmann, Herbert

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SYNTHESIS OF ENANTIOMERICALLY PURE 4-ALKYLSUBSTITUTED TRYPTOPHAN DERIVATIVES BY A COMBINATION OF ORGANOMETALLIC REACTIONS WITH ENANTIOSELECTIVE ENZYMATIC TRANSFORMATIONS

NETTEKOVEN, M., PSIORZ, M., & Waldmann, H. (1995). SYNTHESIS OF ENANTIOMERICALLY PURE 4-ALKYLSUBSTITUTED TRYPTOPHAN DERIVATIVES BY A COMBINATION OF ORGANOMETALLIC REACTIONS WITH ENANTIOSELECTIVE ENZYMATIC TRANSFORMATIONS. TETRAHEDRON LETTERS, 36(9), 1425-1428.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0014-729C-5 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0014-9A94-8

Genre: Journal Article

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Creators:
NETTEKOVEN, M¹, Author
PSIORZ, M¹, Author
Waldmann, Herbert², Author

Affiliations:
1external, ou_persistent22
2Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society, ou_1753290

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Free keywords: INDOLES

Abstract: The synthesis of enantiomerically pure 4-substituted tryptophans 12 is described. Key steps are i) the introduction of an alkyl substituent into the 4-position of the indole via regioselective lithiation of N-TIPS protected gramine and ii) the enantioselective saponification of the phenyl acetamides of 4-substituted tryptophans by the enzyme penicillin G acylase.

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Language(s): eng - English

Dates: Date issued: 1995

Publication Status: Issued

Pages: 4

Publishing info: -

Table of Contents: -

Rev. Type: Peer

Identifiers: ISI: A1995QK51800012

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Title: TETRAHEDRON LETTERS

Source Genre: Journal

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Publ. Info: KIDLINGTON, OXFORD : PERGAMON-ELSEVIER SCIENCE

Pages: - Volume / Issue: 36 (9) Sequence Number: - Start / End Page: 1425 - 1428 Identifier: ISSN: 0040-4039