Asymmetric Synthesisof Unprotected Tryptophan DerivativesUsing Gramines via Ni(II) Complexes

We herein report the synthesis of substituted tryptophans using Ni(II) complexes of glycine and gramines. This reaction proceeds under operationally convenient and mild conditions, using inexpensive, nontoxic, and easily accessible reagents. The reactions feature high yields and virtually complete thermodynamically controlled diastereoselectivity, providing a convenient method for the synthesis of tailor-made tryptophans.

Publication Details

Journal
Figshare
Published
2025-02-21
DOI
https://doi.org/10.1021/acs.joc.4c02406.s001
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
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article

Asymmetric Synthesisof Unprotected Tryptophan DerivativesUsing Gramines via Ni(II) Complexes

Figshare
Cyclopropane Reaction Mechanisms
article

Asymmetric Synthesisof Unprotected Tryptophan DerivativesUsing Gramines via Ni(II) Complexes

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Abstract

We herein report the synthesis of substituted tryptophans using Ni(II) complexes of glycine and gramines. This reaction proceeds under operationally convenient and mild conditions, using inexpensive, nontoxic, and easily accessible reagents. The reactions feature high yields and virtually complete thermodynamically controlled diastereoselectivity, providing a convenient method for the synthesis of tailor-made tryptophans.

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Openalex Percentile: Top 69%
Cyclopropane Reaction Mechanisms
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