Zn/ZnBr2 Catalysed Reaction of Aldehydes with Allylbromide: Synthesis of 2,6-Disubstituted 4-Bromotetrahydropyrans

Zn/ZnBr2 Catalysed Reaction of Aldehydes with Allylbromide: Synthesis of 2,6-Disubstituted 4-Bromotetrahydropyrans

Abstract An efficient approach for the one-pot synthesis of 4-bromotetrahydropyrans in a highly diastereoselective manner via the alkynylation followed by Prins cyclisation is described. The method employs aldehydes and allyl bromide as reactants, with a Zn/ZnBr 2 catalytic system in CH 2 Cl 2 . A v...

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Veröffentlicht in:SynOpen (2017) 2022-10, Vol.6 (4), p.263-269
Hauptverfasser: Biradar, D. O., Mane, Y. D., Sarnikar, Y. P., Kulkarni, S. G., Reddy, B. V. Subba, Narsaiah, A. Venkat
Format: Artikel
Sprache:eng
Schlagworte:
aldehydes
allylbromides
one-pot reaction
prins cyclisation
tetrahydropyrans
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Zusammenfassung:Abstract An efficient approach for the one-pot synthesis of 4-bromotetrahydropyrans in a highly diastereoselective manner via the alkynylation followed by Prins cyclisation is described. The method employs aldehydes and allyl bromide as reactants, with a Zn/ZnBr 2 catalytic system in CH 2 Cl 2 . A variety of 2,6-disubstituted 4-bromotetrahydropyran derivatives were obtained in good yields.
ISSN:2509-9396
2509-9396
DOI:10.1055/s-0042-1751374