Stereoselective Synthesis of 3-Alkylated cis-1,2-Cyclobutanediols and Derivatives by Norrish-Yang Photocyclisation

Author(s): Axel G. Griesbeck, Peter Cygon, Johann Lex.

Journal Name: Letters in Organic Chemistry

Volume 1 , Issue 4 , 2004

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The photocyclisation of enantiomerically pure α-heteroatom-substituted β-methyl butyrophenones 1 results in Norrish II cleavage and in Norrish II / Yang cyclisation products, cyclobutanols 2, the latter being formed with excellent diastereoselectivities and with relative yields which were strongly depending on the Hbonding activity of the α-substituent.

Keywords: photocyclisation, norrish-yang reaction, butyrophenones, cyclobutanols

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Article Details

Year: 2004
Page: [313 - 315]
Pages: 3
DOI: 10.2174/1570178043400613
Price: $58

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