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Total Synthesis of Hemerocallisamine I Paved by Gram-Scale Synthesis of (2,4)-4-Hydroxyglutamic Acid Lactone. | LitMetric

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Article Abstract

Total synthesis of the 2-formylpyrrole alkaloid hemerocallisamine I is presented, both in racemic and enantiopure form. Our synthetic strategy involves (2,4)-4-hydroxyglutamic acid lactone as the key intermediate. Starting from an achiral substrate, the target stereogenic centers were introduced by means of crystallization-induced diastereomer transformation (CIDT) in a highly stereoselective fashion. A Maillard-type condensation was crucial to constructing the desired pyrrolic scaffold.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10037412PMC
http://dx.doi.org/10.3390/molecules28052177DOI Listing

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