A Multiple Five‐Membered‐Ring‐Selective Williamson Reaction as a Key Step in the Stereoselective Construction of 2,5‐Linked Oligo(tetrahydrofuran)s | Zendy

Wagner Holger | Zendy; Koert Ulrich | Zendy

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A Multiple Five‐Membered‐Ring‐Selective Williamson Reaction as a Key Step in the Stereoselective Construction of 2,5‐Linked Oligo(tetrahydrofuran)s

Author(s) -

Wagner Holger,

Koert Ulrich

Publication year - 1994

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199418731

Subject(s) - tetrahydrofuran , reagent , stereoselectivity , ring (chemistry) , key (lock) , chemistry , sequence (biology) , combinatorial chemistry , organic chemistry , computer science , catalysis , computer security , biochemistry , solvent

Four tetrahydrofuran rings in one step can be constructed with the multiple five‐mem‐bered‐ring‐selective Williamson reaction ( 1 → 2 ). The tetratosylate 1 is obtained from the corresponding dialkyne by a reagent‐controlled, diastereoselective dihy‐droxylation. This reaction sequence opens up an efficient route to enantiomerically pure oligo(tetrahydrofuran)s.

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