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Synlett 2004(10): 1802-1804
DOI: 10.1055/s-2004-829550
DOI: 10.1055/s-2004-829550
LETTER
© Georg Thieme Verlag Stuttgart · New York
Lithium Hexafluorophosphate-Catalyzed Efficient Tetrahydropyranylation of Tertiary Alcohols under Mild Reaction Conditions
Further Information
Received
26 March 2004
Publication Date:
15 July 2004 (online)
Publication History
Publication Date:
15 July 2004 (online)
Abstract
Lithium hexafluorophosphate is found to be an efficient catalyst for the tetrahydropyranylation of tertiary alcohols with dihydropyran under mild reaction conditions.
Key words
alcohols - Lewis acids - lithium hexafluorophosphate - protecting groups - tetrahydropyranylation
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References
The use of KPF6 instead of LiPF6 did not affect the protection at all.
16The Lewis acidity of lithium ion decreases when lithium ion is stabilized by coordinative solvation.
17Although testosterone is slightly soluble in hexane, quantitative tetrahydropyranylation was possible by using longer reaction times.
18Purchased from Kishida Chemical Co., Ltd.