Tetrahedron

Chiral synthesis VIA organoboranes. 26. An efficient synthesis of isoprenyl derivatives of borane-valuable reagents for the isoprenylboration of aldehydes. A …

HC Brown, RS Randad

Index: Brown, Herbert C.; Randad, Ramnarayan S. Tetrahedron, 1990 , vol. 46, # 13-14 p. 4463 - 4472

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Citation Number: 44

Abstract

Preparation of B-isoprenyldialkylboranes is achieved by adopting the Brandsma modification of the Schlosser procedure, namely metallation of isoprene with potassium 2, 2, 5, 5-tetramethylpiperidide followed by sequential treatment with B-methoxydialkylborane and boron trifluoride-etherate. These reagents are used for the convenient isoprenylation of aldehydes. Reaction of isovaleraldehyde and β, β-dimethylacrolein with B2' ...

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