Rhodium-Catalyzed Asymmetric 1,4-Addition of Aryltitanium Reagents Generating Chiral Titanium Enolates: Isolation as Silyl Enol Ethers
- 18 September 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 124 (41) , 12102-12103
- https://doi.org/10.1021/ja027663w
Abstract
The addition of aryltitanium triisopropoxide (ArTi(OPr-i )3) to α,β-unsaturated ketones proceeded with high enantioselectivity (94−99.8% ee) in the presence of 3 mol % of [Rh(OH)((S )-binap)]2 in THF at 20 °C to give high yields of the titanium enolates as 1,4-addition products. The titanium enolates were converted into silyl enol ethers by treatment with chlorotrimethylsilane and lithium isopropoxide.Keywords
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