Enantioselective allylic alkylation of stereodefined polysubstituted copper enolates as an entry to acyclic quaternary carbon stereocentres
| Autor: | Gunda G. K. S. Narayana Kumar, Zackaria Nairoukh, Yury Minko, Ilan Marek |
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| Rok vydání: | 2017 |
| Předmět: |
Allyl bromide
010405 organic chemistry organic chemicals Enantioselective synthesis General Chemistry 010402 general chemistry 01 natural sciences 3. Good health 0104 chemical sciences Carbometalation Chemistry Tsuji–Trost reaction chemistry.chemical_compound chemistry Reagent Moiety Organic chemistry Stereoselectivity Enantiomer |
| Zdroj: | Chemical Science |
| ISSN: | 2041-6539 2041-6520 |
| DOI: | 10.1039/c6sc03036j |
| Popis: | A sequence of regio- and stereoselective carbometalation followed by oxidation of ynamides leads to stereodefined fully substituted enolates that subsequently react with various functionalized allyl bromide reagents to provide the enantiomerically pure quaternary carbon stereocentre in the α-position to the carbonyl group. A sequence of regio- and stereoselective carbometalation followed by oxidation of ynamides leads to stereodefined fully substituted enolates that subsequently react with various functionalized allyl bromide reagents to provide the expected products possessing an enantiomerically pure quaternary carbon stereocentre in the α-position to the carbonyl group in excellent yields and enantiomeric ratios after cleavage of the oxazolidinone moiety. Three new bonds are formed in a single-pot operation. |
| Databáze: | OpenAIRE |
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