Tetrahedron

The asymmetric hydroboration of simple alkenylsilanes: chiral α-silylalkyl-boranes and alcohols

JA Soderquist, SJH Lee

Index: Soderquist, John A.; Lee, Shwn-Ji Hwang Tetrahedron, 1988 , vol. 44, # 13 p. 4033 - 4042

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Citation Number: 20

Abstract

The detailed study of the asymmetric hydroboration of various vinyl-silanes with monoisopinocampheylborane (IPCBH2) is presented. In all cases, β-substitution on the vinylsilane gives monomeric dialkylborane adducts with the boryl group α to the silicon.

754-05-2

Vinyltrimethylsilane

~90%

N. omega.-Alkoxycarbonylation of. alpha.,. omega.-diamino ac...

[Rosowsky, Andre; Wright, Joel E. Journal of Organic Chemistry, 1983 , vol. 48, # 9 p. 1539 - 1541]

Hydroboration. 56. Convenient and regiospecific route to fun...

[Soderquist, John A.; Brown, Herbert C. Journal of Organic Chemistry, 1980 , vol. 45, # 18 p. 3571 - 3578]

Deoxymetalation reactions. The mechanisms of deoxysilylation...

[Davis, Dennis D.; Jacocks, Henry M. Journal of Organometallic Chemistry, 1981 , vol. 206, # 1 p. 33 - 47]

A convenient synthesis of β-(trimethylsilyl) ethanol

[Mancini, Michael L.; Honek, John F. Tetrahedron Letters, 1982 , vol. 23, # 32 p. 3249 - 3250]

Prepation of some α-and β-hydroxyalkyl silicon compounds

[Kumada,M. et al. Journal of Organometallic Chemistry, 1966 , vol. 6, p. 490 - 495]