Tetrahedron letters

Photosensitized cleavage of the dithio protecting group by visible light

GA Epling, Q Wang

Index: Epling, Gary A.; Wang, Qingxi Tetrahedron Letters, 1992 , vol. 33, # 40 p. 5909 - 5912

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Citation Number: 27

Abstract

Abstract Dithio derivatives of aldehydes and ketones have been deprotected under neutral conditions using visible light provided by a 120 Watt spotlight and methylene green as a sensitizer. The key step in the deprotection is apparently an electron transfer from the dithio derivative to the electronically excited visible dye. The resulting dithio radical cation undergoes fragmentation, and the corresponding aldehydes and ketones are isolated in ...