New amine-stabilized deuterated borane–tetrahydrofuran complex (BD 3–THF): convenient reagent for deuterium incorporations

Convenient methods for the preparation of BD 3–THF complex were developed. Certain amines stabilize the BD 3–THF for long-term storage. Regioselectivity studies were carried out with the new amine-stabilized BD 3–THF with representative olefins. Hydroboration of olefins provides a convenient tool fo...

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Bibliographic Details
Published inTetrahedron letters Vol. 48; no. 13; pp. 2335 - 2337
Main Authors Todd, Robert C., Hossain, M. Mahmun, Josyula, Kanth V., Gao, Peng, Kuo, John, Tan, C.T.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 26.03.2007
Elsevier
Subjects
BD 3–THF complex
Chemistry
Chemistry, Organic
Hydroboration
Olefins
Physical Sciences
Regioselectivity
Science & Technology
Stability
BD 3–THF complex
Stability
Hydroboration
Regioselectivity
Olefins
regioselectivity
BD3-THF complex
hydroboration
REDUCTION
stability
olefins
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Summary:Convenient methods for the preparation of BD 3–THF complex were developed. Certain amines stabilize the BD 3–THF for long-term storage. Regioselectivity studies were carried out with the new amine-stabilized BD 3–THF with representative olefins. Hydroboration of olefins provides a convenient tool for making corresponding deuterated alcohols after oxidation. Convenient methods for the preparation of BD 3–THF complex were developed. Certain amines stabilize the BD 3–THF for long-term storage. Regioselectivity studies were carried out with the new amine-stabilized BD 3–THF with representative olefins. Hydroboration of olefins provides a convenient tool for making corresponding deuterated alcohols after oxidation.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.01.134