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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

Tetrahedron letters

Total synthesis of (+)-castanospermine from D-mannose

H Setoi, H Takeno, M Hashimoto

文献索引：Setoi, Hiroyuki; Takeno, Hidekazu; Hashimoto, Masashi Tetrahedron Letters, 1985 , vol. 26, # 38 p. 4617 - 4620

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被引用次数: 43

摘要

This document does not have an outline. ... JavaScript is disabled on your browser. Please enable JavaScript to use all the features on this page. ... Author links open the overlay panel. Numbers correspond to the affiliation list which can be exposed by using the show more link. ... A total synthesis of (+)-castanospermine (2) has been achieved starting from D-mannose by a route adopting a double-cyclization process (5c→6) as the key step. ... H. Setoi, H. Takeno, ...

2,3:5,6-Di-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-aldehydo-D-glucose结构式

2,3:5,6-Di-O-is...

~%

benzyl (((4S,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime结构式

5-((R)-((tert-b...

~%

benzyl (((4S,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

((4R,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol结构式

((4R,5R)-5-((R)...

~%

benzyl (((4S,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

4-O-(tert-butyldimethylsilyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-mannose结构式

4-O-(tert-butyl...

~%

benzyl (((4S,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

4-O-(tert-butyldimethylsilyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-mannose结构式

4-O-(tert-butyl...

~%

5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime结构式

5-((R)-((tert-b...

2,3:5,6-Di-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-aldehydo-D-glucose结构式

2,3:5,6-Di-O-is...

~96%

5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime结构式

5-((R)-((tert-b...

((4R,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol结构式

((4R,5R)-5-((R)...

~%

5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime结构式

5-((R)-((tert-b...

((4R,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol结构式

((4R,5R)-5-((R)...

~94%

4-O-(tert-butyldimethylsilyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-mannose结构式

4-O-(tert-butyl...

4-O-(tert-butyldimethylsilyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-mannose结构式

4-O-(tert-butyl...

~88%

2,3:5,6-Di-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-aldehydo-D-glucose结构式

2,3:5,6-Di-O-is...

((4R,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol结构式

((4R,5R)-5-((R)...

~%

2,3:5,6-Di-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-aldehydo-D-glucose结构式

2,3:5,6-Di-O-is...

2,3:5,6-Di-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-aldehydo-D-glucose结构式

2,3:5,6-Di-O-is...

~%

(3aS,8S,8aS,9R,9aS)-8-((tert-butyldimethylsilyl)oxy)-9-hydroxy-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-f]indolizin-6(7H)-one结构式

(3aS,8S,8aS,9R,...

5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime结构式

5-((R)-((tert-b...

~%

(3aS,8S,8aS,9R,9aS)-8-((tert-butyldimethylsilyl)oxy)-9-hydroxy-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-f]indolizin-6(7H)-one结构式

(3aS,8S,8aS,9R,...

benzyl (((4S,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

~%

(3aS,8S,8aS,9R,9aS)-8-((tert-butyldimethylsilyl)oxy)-9-hydroxy-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-f]indolizin-6(7H)-one结构式

(3aS,8S,8aS,9R,...

((4R,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol结构式

((4R,5R)-5-((R)...

~%

(3aS,8S,8aS,9R,9aS)-8-((tert-butyldimethylsilyl)oxy)-9-hydroxy-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-f]indolizin-6(7H)-one结构式

(3aS,8S,8aS,9R,...

4-O-(tert-butyldimethylsilyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-mannose结构式

4-O-(tert-butyl...

~%

(3aS,8S,8aS,9R,9aS)-8-((tert-butyldimethylsilyl)oxy)-9-hydroxy-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-f]indolizin-6(7H)-one结构式

(3aS,8S,8aS,9R,...

2,3:5,6-Di-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-aldehydo-D-glucose结构式

2,3:5,6-Di-O-is...

~%

benzyl (((4S,5R)-5-((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-2,3-dihydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime结构式

5-((R)-((tert-b...

~%

benzyl (((4S,5R)-5-((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-2,3-dihydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

((4R,5R)-5-((R)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol结构式

((4R,5R)-5-((R)...

~%

benzyl (((4S,5R)-5-((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-2,3-dihydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...

4-O-(tert-butyldimethylsilyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-mannose结构式

4-O-(tert-butyl...

~%

benzyl (((4S,5R)-5-((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-2,3-dihydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)carbamate结构式

benzyl (((4S,5R...