Tetrahedron

Silicon-directed nazarov cyclizations-IV: Further studies in stereochemical control

SE Denmark, KL Habermas, GA Hite, TK Jones

Index: Denmark, Scott E.; Habermas, Karl L.; Hite, Gary A.; Jones, Todd K. Tetrahedron, 1986 , vol. 42, # 11 p. 2821 - 2829

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Citation Number: 44

Abstract

The silicon-directed Nazarov cyclization was shown to proceed with good to excellent stereoselectivity in cyclohexenyl systems bearing a variety of ring substituents. In all cases the trans family of isomers predominated, and cis ring-fused products were formed exclusively. The potential for stereocontrol by increasing the bulk of silicon substituents was limited for five-membered rings and good for six-membered rings. Phenylsilanes were ...

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