Gold-Catalyzed Tandem Meyer-Schuster / Ring Expansion Reaction Leading to alpha-Hydroxy-alpha-Vinyl Cyclopentanes
- Title
- Gold-Catalyzed Tandem Meyer-Schuster / Ring Expansion Reaction Leading to alpha-Hydroxy-alpha-Vinyl Cyclopentanes
- Author
- 신선웅
- Advisor(s)
- 신승훈
- Issue Date
- 2014-02
- Publisher
- 한양대학교
- Degree
- Master
- Abstract
- Gold-catalyzed tandem Meyer-Schuster rearrangement / ring expansion of 2-butyne-1,4-diol derivatives has been developed, leading to α-hydroxy-α-vinyl cyclopentanes. Recently, gold catalysts have enabled the Meyer–Schuster rearrangement from propargyl alcohols under mild conditions leading to α,β-unsaturated ketones. A group selective Meyer-Schuster rearrangement from alkyne-1,4-diols led an enone attached to cyclobutanol moiety, which then underwent an ring expansion via 1,2-alkyl shift. The generality of this tandem Meyer-Schuster rearrangement has been demonstrated. Furthermore, enantioselective ring expansion has been studied employing various monophosphine ligands.
- URI
- https://repository.hanyang.ac.kr/handle/20.500.11754/130963http://hanyang.dcollection.net/common/orgView/200000423302
- Appears in Collections:
- GRADUATE SCHOOL[S](대학원) > CHEMISTRY(화학과) > Theses (Master)
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