Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks
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| Language: | English |
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Youngstown State University / OhioLINK
2008
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| Online Access: | http://rave.ohiolink.edu/etdc/view?acc_num=ysu1219534151 |
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ndltd-OhioLink-oai-etd.ohiolink.edu-ysu12195341512021-08-03T06:17:54Z Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks Patton, Jennie L. Biomedical Research Chemistry Experiments Organic Chemistry Pharmaceuticals carbohydrate natural products lactone rhodium(II) acetate carbenoid xylose diazo The following describes a successful synthetic pathway to create an analog of the natural product (+)-dihydrocanadensolide from the inexpensive and readily available D-xylose. The pathway will describe protecting group chemistry, an esterification, a diazo transfer reaction, and the key step being a metal-catalyzed intramolecular insertion reaction. The metal catalyst used in this step is rhodium(II) acetate and it will be shown to catalyze the decomposition of a diazoester, thus creating a new carbon-carbon bond by carbenoid insertion chemistry. The end result is a bicyclic compound with a fused furan ring system common to many important and useful natural products. 2008-08-27 English text Youngstown State University / OhioLINK http://rave.ohiolink.edu/etdc/view?acc_num=ysu1219534151 http://rave.ohiolink.edu/etdc/view?acc_num=ysu1219534151 unrestricted This thesis or dissertation is protected by copyright: all rights reserved. It may not be copied or redistributed beyond the terms of applicable copyright laws. |
| collection |
NDLTD |
| language |
English |
| sources |
NDLTD |
| topic |
Biomedical Research Chemistry Experiments Organic Chemistry Pharmaceuticals carbohydrate natural products lactone rhodium(II) acetate carbenoid xylose diazo |
| spellingShingle |
Biomedical Research Chemistry Experiments Organic Chemistry Pharmaceuticals carbohydrate natural products lactone rhodium(II) acetate carbenoid xylose diazo Patton, Jennie L. Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks |
| author |
Patton, Jennie L. |
| author_facet |
Patton, Jennie L. |
| author_sort |
Patton, Jennie L. |
| title |
Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks |
| title_short |
Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks |
| title_full |
Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks |
| title_fullStr |
Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks |
| title_full_unstemmed |
Carbenoid Insertion Chemistry on Furanose Platforms as a Route to Natural Product Frameworks |
| title_sort |
carbenoid insertion chemistry on furanose platforms as a route to natural product frameworks |
| publisher |
Youngstown State University / OhioLINK |
| publishDate |
2008 |
| url |
http://rave.ohiolink.edu/etdc/view?acc_num=ysu1219534151 |
| work_keys_str_mv |
AT pattonjenniel carbenoidinsertionchemistryonfuranoseplatformsasaroutetonaturalproductframeworks |
| _version_ |
1719434270081024000 |