Bismuth(III)‐Triflate‐Catalyzed Highly Diastereoselective Synthesis of Substituted Tetrahydrothiophene via Tandem Isomerization, Michael and Aldol Reactions | Zendy

Borthakur Upasana | Zendy; Saikia Anil K | Zendy

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Bismuth(III)‐Triflate‐Catalyzed Highly Diastereoselective Synthesis of Substituted Tetrahydrothiophene via Tandem Isomerization, Michael and Aldol Reactions

Author(s) -

Borthakur Upasana,

Saikia Anil K

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201902871

Subject(s) - aldol reaction , tetrahydrothiophene , trifluoromethanesulfonate , chemistry , michael reaction , isomerization , catalysis , ketone , medicinal chemistry , diol , cascade reaction , organic chemistry

Bismuth(III)trifluoromethanesulfonate (Bi(OTf) 3 ) catalyzes the reaction of β,γ‐unsaturated ketone and 1,4‐dithiane‐2,5‐diol to afford highly substituted tetrahydrothiophenes via sequential rearrangement, Michael and aldol reactions in good yields. The reaction is highly diastereoselective. Bi(OTf) 3 acts as a catalyst for all three reactions.

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