Citation: Xue Shi MAO, A. A. VOLKERS, A. J. H. KLUNDER, Binne ZWANENBURG. Study on Nucleophilic Additions to endo-tricyclo [5.2.1.O^2.6]deca-2 (6),8-dien-3-one and an Unusual Payne Rearrangementof α, β-Epoxy Tricyclodecenone[J]. Chinese Chemical Letters, ;2001, 12(7): 585-588. shu

Study on Nucleophilic Additions to endo-tricyclo [5.2.1.O^2.6]deca-2 (6),8-dien-3-one and an Unusual Payne Rearrangementof α, β-Epoxy Tricyclodecenone

Department of Organic Chemistry, NSR Center for Molecular Structure, Design and Synthesis, University of Nijmegen, Toernooiveld 1, 6525 ED Nijmegen, The Netherlands

Received Date: 26 April 2001

Fund Project: Mao is grateful to NSR center, University of Nijmegen for a postdoctoral fellowship.

Synthesis of highly strained tetracyclic ketones was achieved by cyclopropanation or epoxidation of tricyclodecenone 1. An unusual formation of α-methoxy β-hydroxy ketone from an α,β-unsaturated enone system via Payne rearrangement was reported.
- Nucleophilic addition,
- Payne rearrangement,
- α,β-epoxycyclopentanone.
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