The Journal of Organic Chemistry

Photocleavage of benzyl-sulfide bonds

SA Fleming, AW Jensen

文献索引：Fleming, Steven A.; Jensen, Anton W. Journal of Organic Chemistry, 1993 , vol. 58, # 25 p. 7135 - 7137

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被引用次数: 12

摘要

The nucleoside transport inhibitor 6-[(4-nitrobenzyl) thio]-9-(~-~-ribofuranosyl) pur~ ne, NBMPR, has been used successfully in photoaffinity labeling. We have studied the mechanism for photocleavage of the benzyl-sulfur bond by using substituted benzyl phenyl sulfides as analogues of NBMPR. This has enabled us to enhance the photoreactivity of the benzyl-sulfur bond. We have also performed “radical clock” studies with a hexenyl side ...