Výsledky vyhledávání - "Xiangyu Z. Wearing"

A General Strategy for the Synthesis of Vincamajine-Related Indole Alkaloids: Stereocontrolled Total Synthesis of (+)-Dehydrovoachalotine, (−)-Vincamajinine, and (−)-11-Methoxy-17-epivincamajine as Well as the Related Quebrachidine Diol, Vincamajine Diol, and Vincarinol1

Autor: James M. Cook, Jianming Yu, Xiangyu Z. Wearing

Publikováno v: The Journal of Organic Chemistry. 70:3963-3979

[structures: see text] The highly convergent stereocontrolled total synthesis of (-)-vincamajinine (7), (-)-11-methoxy-17-epivincamajine (9), and the oxygen-bridged (+)-dehydrovoachalotine (22) are described. Key steps in the synthesis of 7 and 9 inv

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ba5bbdd59ea5f9e257d0600c5b221369
https://doi.org/10.1021/jo040282b

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The first enantiospecific synthesis of (−)-koumidine via the intramolecular palladium-catalyzed enolate driven cross coupling reaction. The stereospecific introduction of the 19-(Z) ethylidene side chain

Autor: Jianming Yu, Xiaoxiang Liu, Xiangyu Z. Wearing, Hui Cao, Jeffery R. Deschamps, James M. Cook, Chunchun Zhang

Publikováno v: Tetrahedron Letters. 44:8013-8017

The stereospecific synthesis of (−)-koumidine was realized by replacement of triphenylphosphine with tricyclohexylphosphine in the enolate driven palladium-catalyzed cross coupling process.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::e79a7bb464df3183790eeb33431aef38
https://doi.org/10.1016/j.tetlet.2003.08.072

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Enantiospecific Total Synthesis of (−)-(E)16-Epiaffinisine, (+)-(E)16-Epinormacusine B, and (+)-Dehydro-16-epiaffinisine as well as the Stereocontrolled Total Synthesis of Alkaloid G

Autor: Jianming Yu, Tao Wang, Xiangyu Z. Wearing, Jun Ma, James M. Cook

Publikováno v: The Journal of Organic Chemistry. 68:5852-5859

An efficient strategy is described for the total synthesis of the sarpagine-related indole alkaloids (−)-(E)16-epiaffinisine (1), (+)-(E)16-epinormacusine B (2), and (+)-dehydro-16-epiaffinisine (4). A key step employed the chemospecific and regios

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https://doi.org/10.1021/jo030116o

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Enantiospecific, Stereospecific Total Synthesis of the Oxindole Alkaloid Alstonisine

Autor: Xiangyu Z. Wearing, James M. Cook

Publikováno v: Organic Letters. 4:4237-4240

[reaction: see text] The total synthesis of alstonisine was accomplished in enantiospecific fashion in an overall yield of 12% (from tryptophan methyl ester) in 17 reaction vessels. The structure of alstonisine (1) has been determined by NOE spectros

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::86723db72ecc9a2592869ea59c0ac041
https://doi.org/10.1021/ol020170b

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Enantiospecific synthesis of (+)-alstonisine via a stereospecific osmylation process

Autor: Jeffrey R. Deschamps, James M. Cook, Xiangyu Z. Wearing, Philip W. Le Quesne, Jie Yang

Publikováno v: Journal of natural products. 71(8)

The first enantiospecific total synthesis of (+)-alstonisine has been accomplished from D-tryptophan methyl ester 13 in 12% overall yield (in 17 reaction vessels). A diastereospecific osmylation process has been employed as a key step to convert indo

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8ef0109328caf721e2a11f7212ad4e87
https://pubmed.ncbi.nlm.nih.gov/18611051

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The first regiospecific, enantiospecific total synthesis of 6-oxoalstophylline and an improved total synthesis of alstonerine and alstophylline as well as the bisindole alkaloid macralstonine

Autor: Xiangyu Z. Wearing, Xuebin Liao, Jun Ma, James M. Cook, Hao Zhou

Publikováno v: Organic letters. 7(16)

A Wacker sequence has been modified to rapidly generate ring E of (-)-alstonerine, (+)-6-oxoalstophylline, and (-)-alstophylline via a domino process. This one-pot sequence provides facile entry into the dihydropyranyl enone unit of many Alstonia alk

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::61b448dfeec0fb26505ed4890728c1c0
https://pubmed.ncbi.nlm.nih.gov/16048327

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The First Enantiospecific Total Synthesis of a C-Quaternary Voachalotine Alkaloid, (+)-Dehydrovoachalotine

Autor: Jianming Yu, Xiangyu Z. Wearing, James M. Cook

Publikováno v: ChemInform. 35

The first enantiospecific total synthesis of the indole alkaloid (+)-dehydrovoachalotine ( 1 ) has been achieved from d -(+)-tryptophan methyl ester in 28% overall yield. The formation of the prochiral quaternary carbon center at C-16 in the key inte

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7de1c7b5a99890e39ff0bdd989a205ec
https://doi.org/10.1002/chin.200435199

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General Approach for the Total Synthesis of the Sarpagine Related Indole Alkaloids (+)-Na-Methyl-16-epipericyclivine, (-)-Alkaloid Q3 and (-)-Panarine via the Asymmetric Pictet—Spengler Reaction

Autor: James M. Cook, Jianming Yu, Xiangyu Z. Wearing

Publikováno v: ChemInform. 34

The stereospecific total synthesis of (+)-Na-methyl-16-epipericyclivine (1) was completed [from d-(+)-tryptophan methyl ester] in an overall yield of 42% (eight reaction vessels). The optical rotation {[α]D +22.8 (c 0.50, CHCl3)} obtained on this ma

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::041699a628b84677afc64a3bdb4d7386
https://doi.org/10.1002/chin.200316206

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Stereocontrolled Total Synthesis of (−)-Vincamajinine and (−)-11-Methoxy-17-epivincamajine

Autor: James M. Cook, Jianming Yu, Xiangyu Z. Wearing

Publikováno v: Journal of the American Chemical Society. 126:1358-1359

The first total syntheses of (-)-vincamajinine (5) (from Na-methyl-d-tryptophan methyl ester) and (-)-11-methoxy-17-epivincamajine (6) (from Na-methyl-6-methoxy-d-tryptophan ethyl ester) are described. The syntheses have been completed in a highly st

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::87bd64ae16415619dda20089280cd0d3
https://doi.org/10.1021/ja039798n

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