Hetero Diels-Alder reactions of acyl phosphonates: synthesis of glycosyl type phosphonates

Date

2011-04-01

Author

Polat-Cakir, Sidika
Demir, Ayhan Sıtkı

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We have prepared glycosyl type phosphonates via hetero Diels-Alder (HDA) reactions of acyl phosphonates with electron rich dienes. HDA reactions of acyl phosphonates with Danishefsky's diene required thermal activation to yield the desired dihydropyranones in good yield (70-91%). The reactions with Brassard's diene involved Lewis acid promotion to yield the corresponding lactones, though in moderate yield (33-69%).

Subject Keywords

Organic Chemistry, Biochemistry, Drug Discovery

URI

https://hdl.handle.net/11511/62610

Journal

TETRAHEDRON

DOI

https://doi.org/10.1016/j.tet.2011.02.007

Collections

Department of Chemistry, Article

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Citation Formats

S. Polat-Cakir and A. S. Demir, “Hetero Diels-Alder reactions of acyl phosphonates: synthesis of glycosyl type phosphonates,” TETRAHEDRON, pp. 2396–2401, 2011, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/62610.