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Synlett
DOI: 10.1055/s-0043-1773535
letter

A Simplified Synthesis of HNDB (Albiducin A) and Calidiol A

Matthew Stell
a   Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig, Germany
,
Marissa Sandoval
b   Department of Evolution and Ecology, University of California, Davis, Davis, California, 95616, USA
,
Santiago Ramirez
b   Department of Evolution and Ecology, University of California, Davis, Davis, California, 95616, USA
,
Kathy Darragh
b   Department of Evolution and Ecology, University of California, Davis, Davis, California, 95616, USA
,
Stefan Schulz  ∗
a   Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig, Germany
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Abstract

A short, gram-scale synthesis of 2-hydroxy-6-nona-1,3-dienylbenzaldehyde (HNDB, albiducin B) starting from 3-hydroxyphthalic anhydride is reported that also allows access to the fungal metabolite calidiol A. HNDB is needed to understand the ecology of certain euglossine bees that actively search for this compound for uptake. The original source of HNDB is unknown.

Key words

phenols - aromatic aldehydes - Wittig reaction - diol protection - natural products - solitary bees - pheromones - bee perfume

Supporting Information



Publikationsverlauf

Eingereicht: 03. Februar 2024

Angenommen nach Revision: 04. März 2025

Artikel online veröffentlicht:
10. April 2025

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  • References and Notes

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