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A new efficient approach to chiral d...

Yu, Tao.

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A new efficient approach to chiral delta-hydroxy beta-ketoesters and its application in the synthesis of epothilone B an efficient synthesis of the C(17)--C(27) segment of the bryostatins.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	A new efficient approach to chiral delta-hydroxy beta-ketoesters and its application in the synthesis of epothilone B an efficient synthesis of the C(17)--C(27) segment of the bryostatins./
作者:	Yu, Tao.
面頁冊數:	240 p.
附註:	Source: Dissertation Abstracts International, Volume: 62-07, Section: B, page: 3204.
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3022072
ISBN:	0493333657

A new efficient approach to chiral delta-hydroxy beta-ketoesters and its application in the synthesis of epothilone B an efficient synthesis of the C(17)--C(27) segment of the bryostatins.
Yu, Tao.

A new efficient approach to chiral delta-hydroxy beta-ketoesters and its application in the synthesis of epothilone B an efficient synthesis of the C(17)--C(27) segment of the bryostatins. - 240 p.

Source: Dissertation Abstracts International, Volume: 62-07, Section: B, page: 3204.

Thesis (Ph.D.)--The University of Utah, 2001.

A novel allyl stannane reagent with an ester functional group was efficiently prepared. The binaphthol/Ti(O-<italic>i</italic>Pr)4 catalyzed asymmetric addition of this stannane reagent to a variety of aldehydes has been studied. Our results indicate that under the method B catalyst, the reaction provides high yields of the allylation products with excellent enantioselectivities. The utility of this new process towards the asymmetric generation of chiral δ-hydroxy β-ketoesters and other types of valuable intermediates in organic synthesis has been demonstrated.

ISBN: 0493333657

A new efficient approach to chiral delta-hydroxy beta-ketoesters and its application in the synthesis of epothilone B an efficient synthesis of the C(17)--C(27) segment of the bryostatins.
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035 $a (UnM)AAI3022072
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100 1 $a Yu, Tao. $3 1064550
245 1 0 $a A new efficient approach to chiral delta-hydroxy beta-ketoesters and its application in the synthesis of epothilone B an efficient synthesis of the C(17)--C(27) segment of the bryostatins.
300 $a 240 p.
500 $a Source: Dissertation Abstracts International, Volume: 62-07, Section: B, page: 3204.
500 $a Adviser: Gary E. Keck.
502 $a Thesis (Ph.D.)--The University of Utah, 2001.
520 $a A novel allyl stannane reagent with an ester functional group was efficiently prepared. The binaphthol/Ti(O-<italic>i</italic>Pr)4 catalyzed asymmetric addition of this stannane reagent to a variety of aldehydes has been studied. Our results indicate that under the method B catalyst, the reaction provides high yields of the allylation products with excellent enantioselectivities. The utility of this new process towards the asymmetric generation of chiral δ-hydroxy β-ketoesters and other types of valuable intermediates in organic synthesis has been demonstrated.
520 $a The epothilones were first isolated from the myxobacterium <italic>Sorangium cellulosum</italic>. These 16-membered macrolides possess strong antitumor activity. Interestingly, despite the dramatic structural difference, the epothilones and Taxol share a similar mode of action by binding to the same region of the cellular microtubules, thereby preventing them from depolymerization.
520 $a Described herein is our approach to epothilone B and our synthesis of the C10–C21 segment. The synthesis employed our newly developed methodology for making chiral δ-hydroxy β-ketoesters to access a key intermediate, from which the geometrically defined C 9–C10 olefin was generated <italic>via</italic> a highly stereoselective formation of a vinyl triflate and its subsequent palladium catalyzed reduction
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3022072