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Asymmetric Conjugated Addition of Ca...
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University of California, Santa Barbara.
Asymmetric Conjugated Addition of Carboxylic Acids with Traceless Chiral Lithium Amides and Synthesis of alpha-Substituted Ketones and 2-Aminoazoles from Thioesters via Copper-Mediated Cross-Coupling.
紀錄類型:
書目-語言資料,手稿 : Monograph/item
正題名/作者:
Asymmetric Conjugated Addition of Carboxylic Acids with Traceless Chiral Lithium Amides and Synthesis of alpha-Substituted Ketones and 2-Aminoazoles from Thioesters via Copper-Mediated Cross-Coupling./
作者:
Eickhoff, John Adam.
面頁冊數:
1 online resource (124 pages)
附註:
Source: Masters Abstracts International, Volume: 57-05.
Contained By:
Masters Abstracts International57-05(E).
標題:
Organic chemistry. -
電子資源:
click for full text (PQDT)
ISBN:
9780355876673
Asymmetric Conjugated Addition of Carboxylic Acids with Traceless Chiral Lithium Amides and Synthesis of alpha-Substituted Ketones and 2-Aminoazoles from Thioesters via Copper-Mediated Cross-Coupling.
Eickhoff, John Adam.
Asymmetric Conjugated Addition of Carboxylic Acids with Traceless Chiral Lithium Amides and Synthesis of alpha-Substituted Ketones and 2-Aminoazoles from Thioesters via Copper-Mediated Cross-Coupling.
- 1 online resource (124 pages)
Source: Masters Abstracts International, Volume: 57-05.
Thesis (M.S.)--University of California, Santa Barbara, 2018.
Includes bibliographical references
Michael addition is a premier synthetic method for carbon--carbon and carbon--heteroatom bond formation. Using chiral dilithium amides as traceless auxiliaries, we report the direct enantioselective Michael addition of carboxylic acids. A free carboxyl group in the product provides versatility for further functionalization, and the chiral reagent can be readily recovered by extraction with aqueous acid. The method has been applied in the enantioselective total synthesis of the purported structure of pulveraven B.
Electronic reproduction.
Ann Arbor, Mich. :
ProQuest,
2018
Mode of access: World Wide Web
ISBN: 9780355876673Subjects--Topical Terms:
1148722
Organic chemistry.
Index Terms--Genre/Form:
554714
Electronic books.
Asymmetric Conjugated Addition of Carboxylic Acids with Traceless Chiral Lithium Amides and Synthesis of alpha-Substituted Ketones and 2-Aminoazoles from Thioesters via Copper-Mediated Cross-Coupling.
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Asymmetric Conjugated Addition of Carboxylic Acids with Traceless Chiral Lithium Amides and Synthesis of alpha-Substituted Ketones and 2-Aminoazoles from Thioesters via Copper-Mediated Cross-Coupling.
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Michael addition is a premier synthetic method for carbon--carbon and carbon--heteroatom bond formation. Using chiral dilithium amides as traceless auxiliaries, we report the direct enantioselective Michael addition of carboxylic acids. A free carboxyl group in the product provides versatility for further functionalization, and the chiral reagent can be readily recovered by extraction with aqueous acid. The method has been applied in the enantioselective total synthesis of the purported structure of pulveraven B.
520
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Facile synthesis of a variety of alpha-heterosubstituted ketones under mild conditions was achieved by copper-mediated cross-coupling of thioesters with functionalized organostannanes. Application of this coupling methodology provided a concise pathway for the conversion of carboxylic acids to 2-aminoimidazoles, 2-aminothiazoles, and 2-aminooxazoles via thioesters in practical yields.
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