Synthesis 2003(14): 2179-2184  
DOI: 10.1055/s-2003-41057
© Georg Thieme Verlag Stuttgart · New York

Detritylation Procedure under Non-Acidic Conditions: Naphthalene Catalysed­ Reductive Cleavage of Trityl Ethers

Miguel Yus*, Cherif Behloul, David Guijarro
Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain
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Further Information

Publication History

Received 30 June 2003
Publication Date:
24 September 2003 (online)


The reaction of primary, secondary, allylic and benzylic trityl ethers 1 with lithium powder and a catalytic amount of naphthalene led to reductive cleavage of the trityl-oxygen bond, affording the corresponding alcohols 2 in good to excellent yields under very mild reaction conditions. The detritylation process could successfully be extended to several hydroxy, alkoxy and amino functionalised trityl ethers. This methodology represents a new and efficient detritylation procedure under non-acidic reaction conditions.