Title of article
Total synthesis of angelone enabled by a remarkable biomimetic sequence
Author/Authors
Haibo Tan، نويسنده , , Xinzheng Chen، نويسنده , , Zheng Liu، نويسنده , , David Zhigang Wang، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
4
From page
3952
To page
3955
Abstract
The natural product angelone was readily accessed with a remarkable biomimetic journey that sequentially features carbonyl formation–elimination, 6π-electrocyclization, visible light-promoted singlet O2 Diels–Alder reaction, Kornblum–DeLaMare-type peroxide rearrangement, 6π-electrocyclic ring-opening, and conjugative addition–elimination as the key steps. With key intermediates isolated and characterized, this study stands to reveal a rare system in which bio-inspired synthetic strategies were found to mirror experimental realities.
Keywords
Diels–Alder reaction , electrocyclization , Kornblum–DeLaMare Rearrangement , Biomimetic synthesis , Singlet oxygen
Journal title
Tetrahedron
Serial Year
2012
Journal title
Tetrahedron
Record number
1104479
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