ArticleThe Journal of organic chemistry2019
Biomimetic Phosphate-Catalyzed Pictet-Spengler Reaction for the Synthesis of 1,1'-Disubstituted and Spiro-Tetrahydroisoquinoline Alkaloids.
Article in The Journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed, 20 citations in OpenAlex.
- Recent Progress in Catalytic Asymmetric Pictet-Spengler Reaction to Construct 1,1-Disubstituted Scaffolds.Synthesis · 2026Article
- Employment of Two-Acid Promoter System in Pictet-Spengler Reaction: A Robust Two-Step Synthesis of Aza-Heterocycles.ACS omega · 2026Article
- An Integrated Engineering Approach to Intensify the Biocatalytic Metaraminol Synthesis.ChemSusChem · 2026Article
- Transaminase-Mediated Amine BorrowingOrganic letters · 2022Article
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
Abstract
Tetrahydroisoquinoline (THIQ) alkaloids are an important group of compounds that exhibit a range of bioactivities. Here, a phosphate buffer-catalyzed Pictet-Spengler reaction (PSR) using unreactive ketone substrates is described. A variety of 1,1'-disubstituted and spiro-tetrahydroisoquinoline alkaloids were readily prepared in one-step and high yields, highlighting the general applicability of this approach. This study features the role of phosphate in the aqueous-based PSR and provides an atom-efficient, sustainable route to new THIQs.
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