Stereoselective synthesis of alkylidene phthalides
Dragan, Andrei and Jones, D. Heulyn and Kennedy, Alan R. and Tomkinson, Nicholas C. O. (2016) Stereoselective synthesis of alkylidene phthalides. Organic Letters, 18. pp. 3086-3089. ISSN 1523-7060
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Official URL: https://doi.org/10.1021/acs.orglett.6b01203
Abstract
The N,O-diacylhydroxylamine derivative 4 has been prepared and its reactivity with nucleophiles investigated. On reaction with lithium enolates of cyclic or acyclic ketones, 4 is converted stereoselectively to the corresponding alkylidene phthalide. The stereochemical outcome of the transformation can be modified by changing the polarity of the reaction medium and the products isomerized under acidic conditions.
Creators(s): |
Dragan, Andrei ![]() ![]() ![]() | Item type: | Article |
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ID code: | 56647 |
Keywords: | drug discovery, alkylidene phthalides, isobenzofuranone, Chemistry, Chemistry(all) |
Subjects: | Science > Chemistry |
Department: | Faculty of Science > Pure and Applied Chemistry |
Depositing user: | Pure Administrator |
Date deposited: | 13 Jun 2016 14:55 |
Last modified: | 25 Jan 2021 03:36 |
URI: | https://strathprints.strath.ac.uk/id/eprint/56647 |
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