國立高雄大學圖資館 |

登入

回首頁

Asymmetric syntheses of pectenotoxins -4 and -8.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	Asymmetric syntheses of pectenotoxins -4 and -8.
作者:	Rajapakse, Hemaka Anthony.
面頁冊數:	211 p.
附註:	Source: Dissertation Abstracts International, Volume: 64-01, Section: B, page: 0217.
Contained By:	Dissertation Abstracts International64-01B.
標題:	Chemistry, Organic.
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3076909
ISBN:	0493975888

Asymmetric syntheses of pectenotoxins -4 and -8.
Rajapakse, Hemaka Anthony.

Asymmetric syntheses of pectenotoxins -4 and -8. [electronic resource] - 211 p.

Source: Dissertation Abstracts International, Volume: 64-01, Section: B, page: 0217.

Thesis (Ph.D.)--Harvard University, 2003.

*Please refer to dissertation for diagrams.

ISBN: 0493975888Subjects--Topical Terms:

193634
Chemistry, Organic.

Asymmetric syntheses of pectenotoxins -4 and -8.
LDR:01847nmm _2200241 _450 001 161841
005 20051017073343.5
008 230606s2003 eng d
020 $a 0493975888
035 $a 00148342
035 $a 161841
040 $a UnM $c UnM
100 0 $a Rajapakse, Hemaka Anthony. $3 226917
245 1 0 $a Asymmetric syntheses of pectenotoxins -4 and -8. $h [electronic resource]
300 $a 211 p.
500 $a Source: Dissertation Abstracts International, Volume: 64-01, Section: B, page: 0217.
502 $a Thesis (Ph.D.)--Harvard University, 2003.
520 # $a *Please refer to dissertation for diagrams.
520 # $a The total synthesis of pectenotoxin-4 has been achieved in 37 linear steps from commercially available material and 0.3% overall yield. The chiral building blocks for the synthesis were derived from catalytic enantioselective reactions, chiral auxiliary based chemistry, D-mannitol, and lactic acid. Felkin-controlled addition to aldehydes, chelate-controlled reduction of ketones, directed epoxidation of olefins, and iodoetherification reactions were used to internally relay stereochemistry and access the highly oxygenated structure of the pectenotoxins. Key bond constructions include a metalloenamine-epoxide alkylation, late stage olefination, and macrocyclization. The use of the N-phenylamide as a carboxyl surrogate, and the utility of the previously unused tert-butoxydiphenylsilyl ether protective group in a multistep synthesis is also described. Synthetic pectenotoxin-4 was isomerized to pectenotoxin-8 upon exposure to mild acid.*
590 $a School code: 0084.
650 # 0 $a Chemistry, Organic. $3 193634
710 0 # $a Harvard University. $3 212445
773 0 # $g 64-01B. $t Dissertation Abstracts International
790 $a 0084
791 $a Ph.D.
792 $a 2003
856 4 0 $u http://libsw.nuk.edu.tw/login?url=http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3076909 $z http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3076909