Organic letters

Anthraquinon-2-ylmethoxycarbonyl (Aqmoc): a new photochemically removable protecting group for alcohols

T Furuta, Y Hirayama, M Iwamura

Index: Furuta, Toshiaki; Hirayama, Yuuki; Iwamura, Michiko Organic Letters, 2001 , vol. 3, # 12 p. 1809 - 1812

Full Text: HTML

Citation Number: 67

Abstract

Synthesis and photochemistry of a new photochemically removable protecting group for alcohols is described. Four carbonates of galactose derivatives (1-4) were synthesized from the corresponding arylmethanols via 4-nitrophenyl carbonate intermediates. Among them, photolysis of anthraquinon-2-ylmethoxycarbonyl (Aqmoc) galactose (1) proceeded with overall photolysis efficiency of 150 (quantum yield 0.10, and molar absorptivity 1500 M-1 ...

Related Articles:

On water and in air: fast and highly chemoselective transfer hydrogenation of aldehydes with iridium catalysts

[Wu, Xiaofeng; Liu, Jianke; Li, Xiaohong; Zanotti-Gerosa, Antonio; Hancock, Fred; Vinci, Daniele; Ruan, Jiwu; Xiao, Jianliang Angewandte Chemie - International Edition, 2006 , vol. 45, # 40 p. 6718 - 6722]

Gold-catalyzed efficient tandem assembly of terminal alkynes and arynes: Synthesis of alkynylated biphenyl derivatives

[Xie, Chunsong; Zhang, Yuhong; Yang, Yuzhu Chemical Communications, 2008 , # 39 p. 4810 - 4812]

Bond localization approach to the carbon analog of the Claisen rearrangement. Thermolysis of 4-aryl-1-butenes

[Lambert,J.B. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 9 p. 1480 - 1485]

Grignard reactions in pyridinium and phosphonium ionic liquids

[Ford, Leigh; Atefi, Farzad; Singer, Robert D.; Scammells, Peter J. European Journal of Organic Chemistry, 2011 , # 5 p. 942 - 950]

Approaches to 1H??Cyclopropa [l] phenanthrenes. Eliminations with 1a, 9b??Dihydro??1H??cyclopropa [l] phenanthrene Derivatives

[Mueller, Paul; Thi, Huong Can Nguyen; Pfyffer, Jean Helvetica Chimica Acta, 1986 , vol. 69, p. 855 - 864]

More Articles...