Enantioselective Platinum‐Catalyzed Silicon‐Boron Addition to 1,3‐Cyclohexadiene
- 9 May 2005
- journal article
- research article
- Published by Wiley in Advanced Synthesis & Catalysis
- Vol. 347 (6) , 749-753
Abstract
Silaboration of 1,3‐cyclohexadiene in the presence of Pt(acac)2, DIBALH, and a phosphoramidite prepared from (S)‐1,1′‐bi‐2‐naphthol and diisopropylamine led to (1R,4S)‐1‐(dimethylphenylsilyl)‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐2‐cyclohexene with 70% ee. Chiral catalysts based on Ni gave no or essentially racemic product, whereas complexes containing Pd were inactive.Keywords
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