An Efficient Stereoselective Synthesis of cis -2,6-Disubstituted Tetrahydropyrans via Gold-Catalyzed Meyer–Schuster Rearrangement/Hydration/ oxa -Michael Addition Sequence.
- Resource Type
- Article
- Authors
- Morita, Nobuyoshi; Yamashita, Daichi; Hashimoto, Yoshimitsu; Tamura, Osamu
- Source
- Catalysts (2073-4344). Apr2024, Vol. 14 Issue 4, p228. 12p.
- Subject
- *TETRAHYDROPYRANYL compounds
*CLAISEN rearrangement
*GOLD catalysts
- Language
- ISSN
- 2073-4344
An efficient stereoselective synthesis of cis-2,6-disubstituted tetrahydropyrans 14a–c has been achieved via gold-catalyzed Meyer–Schuster rearrangement/hydration/oxa-Michael addition sequence from bis-propargylic alcohols 13a–c. The reaction of 13a proceeds via 2,6-disubstituted tetrahydropyran 14′a as an intermediate. [ABSTRACT FROM AUTHOR]