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Biomimetic synthesis of bis-alpha-substituent pyrrolidine alkaloids based on a proposed biosynthetic pathway

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Indexed by:期刊论文

Date of Publication:2016-05-25

Journal:TETRAHEDRON LETTERS

Included Journals:SCIE、Scopus

Volume:57

Issue:21

Page Number:2219-2221

ISSN No.:0040-4039

Key Words:Bis-alpha-substituent pyrrolidine alkaloids; Pyrroloxazine alkaloids; Pyrrolozoxazine; Biosynthetic pathway

Abstract:A possible biosynthetic pathway of bis-alpha-substituent pyrrolidine alkaloids was proposed. Based on the proposed biosynthetic pathway, six pyrrolozoxazine alkaloids and one N-alkyl-5-hydroxymethyl-pyr-role-2-carbaldehyde alkaloid were synthesized. In a mixture of acetic acid and triethylamine, condensation of n-fructose and D-amino acids produced pyrrolozoxazine alkaloids. Replacing D-amino acids with tyramine can afford pyrrolezanthine a N-alkyl-5-hydroxymethyl-pyr-role-2-carbaldehyde alkaloid. (C) 2016 Published by Elsevier Ltd.

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