Journal of the American Chemical Society

Organoboranes. I. Isomerization and displacement reactions of organoboranes. A convenient procedure for the conversion of internal olefins into primary alcohols

HC Brown, BCS Rao

Index: Brown; Subba Rao Journal of the American Chemical Society, 1959 , vol. 81, p. 6434,6437

Full Text: HTML

Citation Number: 28

Abstract

The hydroboration of 2-hexene yields an orgdnoborane which, oxidized directly without prior isolation, yields 2-and 3-hexanol in equimolar amounts. However, if the organoborane is heated in refluxing diglyme (160") for four hours prior to oxidation, the product obtained is essentially pure 1-hexanol. In the same manner 2-octene, mixed 2-, 3-, 4-and 5-decenes, and a similar mixture of tetradecenes have been converted into 1-octanol, 1-decanol and ...

Related Articles:

Hydroboration. I. The reaction of olefins with sodium borohydride-aluminum chloride. A convenient route to organoboranes and the anti-Markownikoff hydration of …

[Brown; Subba Rao Journal of the American Chemical Society, 1959 , vol. 81, p. 6423,6425]

New Syntheses of Trialkylboranes1

[Ashby Journal of the American Chemical Society, 1959 , vol. 81, p. 4791,4794]

Synthesis and crystal structure of [UO 2 (BH 4) 2 (hmpa) 2], a novel uranyl complex and the first metal oxoborohydride

[Villiers, Claude; Thuery, Pierre; Ephritikhine, Michel Inorganic Chemistry Communications, 2007 , vol. 10, # 8 p. 891 - 893]

Scope and Post??Transformations for the Borane??Isocyanide Multicomponent Reactions: Concise Access to Structurally Diverse Heterocyclic Compounds

[Kielland, Nicola; Vicente-Garcia, Esther; Reves, Marc; Isambert, Nicolas; Arevalo, Maria Jose; Lavilla, Rodolfo Advanced Synthesis and Catalysis, 2013 , vol. 355, # 16 p. 3273 - 3284]

Lithium triethylborohydride-promoted hydroboration of alkenes with dialkoxyboranes

[Arase, Akira; Nunokawa, Yutaka; Masuda, Yuzuru; Hoshi, Masayuki Journal of the Chemical Society, Chemical Communications, 1992 , # 1 p. 51 - 52]

More Articles...