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Stereoselective synthesis of tetrasu...

You, Wei.

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Stereoselective synthesis of tetrasubstituted alkenes and copper-catalyzed interrupted cross-coupling reactions.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	Stereoselective synthesis of tetrasubstituted alkenes and copper-catalyzed interrupted cross-coupling reactions./
作者:	You, Wei.
面頁冊數:	500 p.
附註:	Source: Dissertation Abstracts International, Volume: 77-10(E), Section: B.
Contained By:	Dissertation Abstracts International77-10B(E).
標題:	Organic chemistry. -
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=10109939
ISBN:	9781339732084

Stereoselective synthesis of tetrasubstituted alkenes and copper-catalyzed interrupted cross-coupling reactions.
You, Wei.

Stereoselective synthesis of tetrasubstituted alkenes and copper-catalyzed interrupted cross-coupling reactions. - 500 p.

Source: Dissertation Abstracts International, Volume: 77-10(E), Section: B.

Thesis (Ph.D.)--Indiana University, 2016.

Chapter 1 Stereoselective Synthesis of All-Carbon Tetrasubstituted Alkenes from In Situ Generated Ketenes and Organometallic Reagents. Efficient and stereoselective formation of tetrasubstituted alkenes with four different carbon-linked groups is a significant yet challenging problem in chemical synthesis. A new and direct method to access stereodefined tetrasubstituted alkenes has been developed. This two-step strategy involves in situ generation of a ketene, stereoselective formation of an alkenyl pseudohalide, and a subsequent stereospecific metal-catalyzed cross-coupling reaction.

ISBN: 9781339732084Subjects--Topical Terms:

523952
Organic chemistry.

Stereoselective synthesis of tetrasubstituted alkenes and copper-catalyzed interrupted cross-coupling reactions.
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245 1 0 $a Stereoselective synthesis of tetrasubstituted alkenes and copper-catalyzed interrupted cross-coupling reactions.
300 $a 500 p.
500 $a Source: Dissertation Abstracts International, Volume: 77-10(E), Section: B.
500 $a Adviser: M. Kevin Brown.
502 $a Thesis (Ph.D.)--Indiana University, 2016.
520 $a Chapter 1 Stereoselective Synthesis of All-Carbon Tetrasubstituted Alkenes from In Situ Generated Ketenes and Organometallic Reagents. Efficient and stereoselective formation of tetrasubstituted alkenes with four different carbon-linked groups is a significant yet challenging problem in chemical synthesis. A new and direct method to access stereodefined tetrasubstituted alkenes has been developed. This two-step strategy involves in situ generation of a ketene, stereoselective formation of an alkenyl pseudohalide, and a subsequent stereospecific metal-catalyzed cross-coupling reaction.
520 $a Chapter 2 Cu-Catalyzed Suzuki-Miyaura-Type Cross-Coupling Reactions. Suzuki-Miyaura cross-coupling reactions have proven to be an indispensable method for chemical synthesis. Significant advances have been achieved to couple a wide-range of cross partners under mild conditions. Typically these reactions are catalyzed by Pd- and Ni-complexes. Herein, a Cu-catalyzed Suzuki-Miyaura-type cross-coupling reaction is presented. The method provides access to orthogonal reactivity compared to more traditional Pd-catalyzed processes; furthermore, the mechanism of the Cu-catalyzed Suzuki-Miyaura-type cross-coupling is studied both experimentally and computationally in detail.
520 $a Chapter 3 Cu-Catalyzed Alkyne- and Alkene-Interrupted Cross-Coupling Reactions. The importance of Cu-catalyzed cross-coupling can be further expanded to alkyne or alkene-interrupted cross-coupling reactions. Through this one-step strategy, simple alkenes and alkynes can be easily functionalized with two different groups to rapidly establish complex molecules. Herein, two related Cu-catalyzed interrupted cross-coupling reactions are investigated in detail. The first is a carboboration of alkynes and allenes, which can be categorized as Cu-catalyzed interrupted Miyaura-type borylation reaction. The second one is an enantioselective diarylation of alkenes, which is Cu-catalyzed alkene-interrupted Suzuki-Miyaura-type cross-coupling.
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