Article: Stereoselective synthesis of hernandulcin, peroxylippidulcine A, lippidulcines A, B and C and taste evaluation.
Beilstein journal of organic chemistry
2015 Volume 11, Page(s) 2117–2124
Abstract: The first stereoselective synthesis of lippidulcines A, B and C has been accomplished starting from (+)-hernandulcin, which has been prepared on a multigram scale. The previously assigned absolute configurations have been confirmed. The key steps of this ...
Abstract | The first stereoselective synthesis of lippidulcines A, B and C has been accomplished starting from (+)-hernandulcin, which has been prepared on a multigram scale. The previously assigned absolute configurations have been confirmed. The key steps of this synthesis are based on a modified version of the Kornblum-DeLaMare rearrangement, and on a highly regioselective and stereoselective ketone reduction with the MeCBS reagent. The taste evaluations indicate that none of these sesquiterpenes are sweet, instead the lippidulcine A is a cooling agent with a mint after taste. |
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Language | English |
Publishing date | 2015-11-05 |
Publishing country | Germany |
Document type | Journal Article |
ZDB-ID | 2192461-2 |
ISSN | 1860-5397 |
ISSN | 1860-5397 |
DOI | 10.3762/bjoc.11.228 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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