Tandem hetero-Diels–Alder-hemiacetal reaction in the synthesis of new chromeno[4′,3′:4,5]thiopyrano[2,3-d]thiazoles

Heterocyclic communications

article

Andrii Lozynskyi¹  Vasyl Matiychuk²  Olexandr Karpenko³  Andrzej K. Gzella⁴  Roman Lesyk¹ 

[1] Department of Pharmaceutical, Organic and Bioorganic Chemistry, Danylo Halytsky Lviv National Medical University;Department of Organic Chemistry, Ivan Franko National University of Lviv;Enamine Ltd.;Department of Organic Chemistry, Poznan University of Medical Sciences

关键词: hetero-Diels-Alder-hemiacetal reaction;    tandem reactions;    thiopyrano[2;    3-d][1;    3]thiazoles;    4-thioxo-2-thiazolidinones;    X-ray analysis;   

DOI  :  10.1515/hc-2016-0176

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

Novel rel -(5a R ,6 R ,11b S )-6-hydroxy-3,5a,6,11b-tetrahydro-2 H ,5 H -chromeno[4′,3′:4,5]thiopyrano[2,3- d ][1,3]thiazole-2-ones were synthesized via tandem hetero-Diels-Alder-hemiacetal reaction of 5-(2 - hydroxybenzylidene)-4-thioxo-2-thiazolidinones and α,β-unsaturated aldehydes. The stereochemistry of cycloadditions was confirmed by NMR spectra and a single crystal X-ray diffraction analysis.

【 授权许可】

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