Indium-mediated cleavage of the trityl group from protected alcohols and diols
The reaction of primary, secondary, allylic and benzylic trityl ethers with indium powder in MeOH/NH4Cl led to reductive cleavage of the trityl-oxygen bond, affording the corresponding alcohols in good to excellent yield under very mild reaction conditions. The detritylation process could successfully be extended to mono and detritylated diols. This methodology represents a new and efficient detritylation procedure under mild reaction conditions.
Behloul, Cherif,Chouti, Aicha,Guijarro, David,Foubelo, Francisco,Nájera, Carmen,Yus, Miguel
Copper(II) bromide as efficient catalyst for silyl- to bisarylmethyl ethers interconversion (transprotection)
Primary and secondary silylated alcohols are easily converted to bis(methoxyphenyl)methyl (BMPM) ethers in good yields using CuBr2 as catalyst in acetonitrile at room temperature. Various other protecting groups are compatible with this mild and convenient process.
Specklin, Simon,Gallier, Florian,Mezaache, Rofia,Harkat, Hassina,Dembelé, Yénimégué Albert,Weibel, Jean-Marc,Blanc, Aurélien,Pale, Patrick
experimental part
p. 5820 - 5823
(2011/12/03)
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