The Journal of Organic Chemistry

Activation and synthetic applications of thiostannanes. Deprotection and transformations of tetrahydropyranyl ethers

T Sato, J Otera, H Nozaki

Index: Sato, Tsuneo; Otera, Junzo; Nozaki, Hitosi Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4770 - 4772

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Citation Number: 21

Abstract

Conclusion. On exposure to thiostannanes in the presence of BF,. 0Et2, THP ethers behave as either stabilized or activated forms of the hydroxyl function. The character is switched depending on the reagents to which the alkoxystannane intermediates are exposed. The hydrolytic procedure results in deprotection while electrophiles or PCC leads to functional group modifications. In addition to the novelty of the concept, the present method is ...