Tetrahedron

Cerium ammonium nitrate (CAN) for mild and efficient reagent to remove hydroxyethyl units from 2-hydroxyethyl ethers and 2-hydroxyethyl amines

H Fujioka, H Hirose, Y Ohba, K Murai, K Nakahara…

Index: Fujioka, Hiromichi; Hirose, Hideki; Ohba, Yusuke; Murai, Kenichi; Nakahara, Kenji; Kita, Yasuyuki Tetrahedron, 2007 , vol. 63, # 3 p. 625 - 637

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Citation Number: 18

Abstract

Cerium ammonium nitrate (CAN) removed hydroxyethyl units from 2-hydroxyethyl ethers and 2-hydroxyethyl amines to produce alcohols and amines in good yields. Especially, removal of the 2-hydroxyethyl ethers from C2-symmetric diols, chiral 2, 3-butanediol and chiral hydrobenzoin, was very useful for asymmetric syntheses using C2-symmetric diols. The reactions using dual abilities of CAN, ie, the ability for removal of the 2-hydroxyethyl ...