Tetrahedron letters

Rearrangement of cyclobutyl carbinyl radicals: Total synthesis of the spirovetivane phytoalexin (±)-lubiminol

MT Crimmins, Z Wang, LA McKerlie

文献索引：Crimmins, Michael T.; Wang, Zhuo; McKerlie, Lynne A. Tetrahedron Letters, 1996 , vol. 37, # 48 p. 8703 - 8706

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被引用次数: 22

摘要

The total synthesis of the phytoalexin (±)-lubiminol 1 has been accomplished. The synthesis relies on a conjugate addition-cyclization reaction to prepare a photosubstrate for a stereoselective intramolecular photoaddition reaction. The photoadduct is transformed into the required spiro [5.4] decane through a radical fragmentation-rearrangement reaction.