- Transition metal free α-C-alkylation of ketones using secondary alcohols
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A base-mediated α-C-alkylation of ketones with secondary alcohols has been developed. This transition metal free approach employs KOt-Bu as the base and exhibits a broad scope, allowing a range of commodity aliphatic secondary alcohols and 1-arylethanols
- Dambatta, Mubarak B.,Santos, Joseph,Bolt, Robert R.A.,Morrill, Louis C.
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supporting information
(2020/09/18)
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- NOVEL INITIATORS FOR LIVING CARBOCATIONIC POLYMERIZATION
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In various embodiments, the present invention is directed to new low cost initiator compositions for use with the production of well-defined telechelic PIBs (by LC+P of isobutylene). In various other embodiments, the present invention is directed to metho
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Paragraph 0092; 0093
(2017/09/05)
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- Hydrogen Borrowing Catalysis with Secondary Alcohols: A New Route for the Generation of β-Branched Carbonyl Compounds
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A hydrogen borrowing reaction employing secondary alcohols and Ph? (Me5C6) ketones to give β-branched carbonyl products is described (21 examples). This new C-C bond forming process requires low loadings of [Cp?IrCl2]2, relatively low temperatures, and up to 2.0 equiv of the secondary alcohol. Substrate-induced diastereoselectivity was observed, and this represents the first example of a diastereoselective enolate hydrogen borrowing alkylation. By utilizing the Ph? group, the β-branched products could be straightforwardly cleaved to the corresponding esters or amides using a retro-Friedel-Crafts reaction. Finally, this protocol was applied to the synthesis of fragrance compound (±)-3-methyl-5-phenylpentanol.
- Akhtar, Wasim M.,Cheong, Choon Boon,Frost, James R.,Christensen, Kirsten E.,Stevenson, Neil G.,Donohoe, Timothy J.
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supporting information
p. 2577 - 2580
(2017/03/01)
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