Super Hydrides.

Abstract

Lithium triethylborohydride (Super Hydride) is a versatile reagent. It cleanly reduces alkyl tosylates to hydrocarbons, providing a convenient procedure for the deoxygenation of alcohols. Super Hydride reduces tertiary amides into primary alcohols via carbon nitrogen fission during the reduction. A chiral trialkylborohydride, lithium B-isopinocampheyl-9-BBN hydride was shown to be an asymmetric reducing agent for the conversion of ketones into optically active alcohols. During this study, methods were developed for the preparation of lithium borohydride, calcium borohydride, and borane-methyl sulfide from the readily available and economical reagent, sodium borohydride. The chemistry of dialkylborohydrides has been studied. The reactions of various alkali metal hydrides with representative trialkylboranes have been explored in an attempt to employ the resulting reagents for organic synthesis. (Author)

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Document Details

Document Type
Technical Report
Publication Date
Apr 30, 1979
Accession Number
ADA069307

Entities

People

  • Herbert C. Brown

Organizations

  • Purdue Research Foundation

Tags

Communities of Interest

  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Alcohols
  • Alkali Metals
  • Aluminum
  • Amides
  • Chemical Synthesis
  • Chemistry
  • Ethers
  • Halogenated Hydrocarbons
  • Hydrides
  • Hydrocarbons
  • Ketones
  • Lithium Hydride
  • Metals
  • Organic Chemistry
  • Organic Compounds
  • Reducing Agents

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry