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Synthesis 2003(14): 2179-2184
DOI: 10.1055/s-2003-41057
DOI: 10.1055/s-2003-41057
PAPER
© Georg Thieme Verlag Stuttgart · New York
Detritylation Procedure under Non-Acidic Conditions: Naphthalene Catalysed Reductive Cleavage of Trityl Ethers
Weitere Informationen
Received
30 June 2003
Publikationsdatum:
24. September 2003 (online)
Publikationsverlauf
Publikationsdatum:
24. September 2003 (online)
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Abstract
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.
Key words
trityl ether - lithium - lithiation - detritylation - reductive cleavage
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