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Synthesis 2019; 51(15): 2923-2935
DOI: 10.1055/s-0037-1611528
DOI: 10.1055/s-0037-1611528
paper
O-Vinylphosphonylated Salicylaldehydes as Aldo-Vinyl Bifunctional Building Blocks for anti-3,4-Disubstituted Phosphadihydrocoumarins
Further Information
Publication History
Received: 14 September 2019
Accepted after revision: 02 April 2019
Publication Date:
30 April 2019 (online)
Abstract
An efficient synthetic strategy for anti-3,4-disubstituted phosphadihydrocoumarin compounds has been established by tandem aza-Michael–aldol-like annulations of tetrahydroisoquinolines with O-vinylphosphonylated salicylaldehydes as an aldo-vinyl bifunctional building block. This conversion was characterized by ‘green’ properties such as a step- and atom-economy, catalyst-free conditions, highly anti-selectivity, and readily available starting materials.
Key words
benzo[e][1,2]oxaphosphinine - β-amino-β′-hydroxyalkylphosphonate - phosphadihydrocoumarin - tetrahydroisoquinoline - intermolecular annulationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611528.
- Supporting Information
- CIF File
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