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Lithium Amidotrihydroborate, a Powerful New Reductant. Transformation of Tertiary Amides to Primary Alcohols.

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1996

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10.1016/0040-4039(96)00652-1

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Elsevier Science Ltd
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Myers, Andrew G., Bryant Yang, and David Kopecky. 1996. Lithium Amidotrihydroborate, a Powerful New Reductant. Transformation of Tertiary Amides to Primary Alcohols. Tetrahedron Letters 37, no. 21: 3623-3626.

Abstract

Lithium amidotrihydroborate (LiH3NBH3, LAB) is a new and highly nucleophilic reducing agent that is easily prepared by deprotonation of the commercial reagent borane-ammonia complex (H3NBH3) with n-BuLi in tetrahydrofuran (THF) at 0 degrees C. LAB is found to be a superior reagent for the transformation of tertiary amides into the corresponding primary alcohols.

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http://www.chem.harvard.edu/groups/myers/pdf_publications/tetlet_1996_37_3632.pdf

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primary alcohols, tertiary amides, reductant, lithium amidotrihydroborate

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http://nrs.harvard.edu/urn-3:HUL.InstRepos:4725865

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