Catalytic enantioselective dihalogenation of allylic alcohols and its application to the stereoselective total syntheses of chlorosulfolipids
Abstract/Contents
- Abstract
- The dihalogenation reaction is one of the most fundamental reactions in organic chemistry, but few methods exist which render the transformation asymmetric. Here, a catalytic, enantioselective dihalogenation reaction is described which is capable of effecting selective dibromination, dichlorination, and bromochlorination to allylic alcohols of wide scope. This methodology was applied to a short, stereoselective synthesis of the chlorosulfolipid, danicalipin A. The reaction was further applied to the synthesis and crystallographic stereochemical confirmation of deschloromytilipin A and polybrominated analogs.
Description
| Type of resource | text |
|---|---|
| Form | electronic; electronic resource; remote |
| Extent | 1 online resource. |
| Publication date | 2015 |
| Issuance | monographic |
| Language | English |
Creators/Contributors
| Associated with | Hu, Dennis Xiaozhou |
|---|---|
| Associated with | Stanford University, Department of Chemistry. |
| Primary advisor | Burns, Noah |
| Thesis advisor | Burns, Noah |
| Thesis advisor | Du Bois, Justin |
| Thesis advisor | Trost, Barry M |
| Advisor | Du Bois, Justin |
| Advisor | Trost, Barry M |
Subjects
| Genre | Theses |
|---|
Bibliographic information
| Statement of responsibility | Dennis Xiaozhou Hu. |
|---|---|
| Note | Submitted to the Department of Chemistry. |
| Thesis | Thesis (Ph.D.)--Stanford University, 2015. |
| Location | electronic resource |
Access conditions
- Copyright
- © 2015 by Dennis Xiaozhou Hu
- License
- This work is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported license (CC BY-NC).
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