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Development of chiral 1,5-diaza-cis-...

Li, Xiaolin.

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Development of chiral 1,5-diaza-cis-decalin ligands for asymmetric syntheses, Enantioselective oxidative biaryl coupling reactions, [and] Synthetic studies toward perylenequinone natural products.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Development of chiral 1,5-diaza-cis-decalin ligands for asymmetric syntheses, Enantioselective oxidative biaryl coupling reactions, [and] Synthetic studies toward perylenequinone natural products./
Author:	Li, Xiaolin.
Description:	389 p.
Notes:	Source: Dissertation Abstracts International, Volume: 63-11, Section: B, page: 5252.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3073027
ISBN:	0493929185

Development of chiral 1,5-diaza-cis-decalin ligands for asymmetric syntheses, Enantioselective oxidative biaryl coupling reactions, [and] Synthetic studies toward perylenequinone natural products.
Li, Xiaolin.

Development of chiral 1,5-diaza-cis-decalin ligands for asymmetric syntheses, Enantioselective oxidative biaryl coupling reactions, [and] Synthetic studies toward perylenequinone natural products. - 389 p.

Source: Dissertation Abstracts International, Volume: 63-11, Section: B, page: 5252.

Thesis (Ph.D.)--University of Pennsylvania, 2002.

The work described in this dissertation encompasses three major areas of research. The research started with the development of chiral 1,5-diaza-<italic> cis</italic>-decalin as novel ligand scaffold for asymmetric synthesis. The chiral ligand <bold>20</bold> was successfully synthesized in a concise manner and a number of derivatives have been prepared conveniently. Complexation study showed 1,5-diaza-<italic>cis</italic>-decalin ligand could form stable bidentate metal complexes. Derivatives of chiral 1,5-diaza-<italic>cis</italic>-decalin such as <bold>22</bold> provide moderate enantioselectivity in asymmetric lithiation-substitution reactions.*

ISBN: 0493929185

Development of chiral 1,5-diaza-cis-decalin ligands for asymmetric syntheses, Enantioselective oxidative biaryl coupling reactions, [and] Synthetic studies toward perylenequinone natural products.
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020 $a 0493929185
035 $a (UnM)AAI3073027
035 $a AAI3073027
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100 1 $a Li, Xiaolin. $3 1030681
245 1 0 $a Development of chiral 1,5-diaza-cis-decalin ligands for asymmetric syntheses, Enantioselective oxidative biaryl coupling reactions, [and] Synthetic studies toward perylenequinone natural products.
300 $a 389 p.
500 $a Source: Dissertation Abstracts International, Volume: 63-11, Section: B, page: 5252.
500 $a Supervisor: Marisa C. Kozlowski.
502 $a Thesis (Ph.D.)--University of Pennsylvania, 2002.
520 $a The work described in this dissertation encompasses three major areas of research. The research started with the development of chiral 1,5-diaza-<italic> cis</italic>-decalin as novel ligand scaffold for asymmetric synthesis. The chiral ligand <bold>20</bold> was successfully synthesized in a concise manner and a number of derivatives have been prepared conveniently. Complexation study showed 1,5-diaza-<italic>cis</italic>-decalin ligand could form stable bidentate metal complexes. Derivatives of chiral 1,5-diaza-<italic>cis</italic>-decalin such as <bold>22</bold> provide moderate enantioselectivity in asymmetric lithiation-substitution reactions.*
520 $a The second research area began with the discovery of a highly enantioselective oxidative biaryl coupling reaction of <bold>61</bold> leading to chiral binaphthalene <bold> 62</bold> using copper complexes of chiral 1,5-diaza-<italic>cis</italic>-decalin. A number of highly functionalized chiral 3,3<super>′</super>-disubstituted BINOL ligands were synthesized using this method.*
520 $a Studies of the mechanism have revealed that the asymmetric induction is established in the C-C bond forming step. A mild nonlinear effect which is suppressed in the presence of a coordinating agent has been ascribed to aggregation of the catalytic precursor. Kinetic studies reveal saturation behavior for the substrate and first order in behavior for the catalyst. Under saturation conditions, the rate-determining step appears to involve substrate oxidation
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3073027