Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction
Novel peptidomimetics containing a pyrrolone fragment were synthesized by a tandem combination of Doebner and Ugi type multicomponent reactions with controlled diastereoselectivity. This approach represents a convenient synthesis in the temperature range from 25 to 45 °C. In most cases, the new meth...
| Main Authors: | , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Georg Thieme Verlag KG
2023-05-01
|
| Series: | SynOpen |
| Subjects: | |
| Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/a-2091-7934 |
| _version_ | 1797814543385100288 |
|---|---|
| author | Yana Sakhno Oleksandr Radchenko Vyacheslav Saraev Yuliia Shliapkina Mariia Kaidash Mariia Shyshkina Svitlana Shishkina Vladimir Musatov Sergey Desenko Valentyn Chebanov |
| author_facet | Yana Sakhno Oleksandr Radchenko Vyacheslav Saraev Yuliia Shliapkina Mariia Kaidash Mariia Shyshkina Svitlana Shishkina Vladimir Musatov Sergey Desenko Valentyn Chebanov |
| author_sort | Yana Sakhno |
| collection | DOAJ |
| description | Novel peptidomimetics containing a pyrrolone fragment were synthesized by a tandem combination of Doebner and Ugi type multicomponent reactions with controlled diastereoselectivity. This approach represents a convenient synthesis in the temperature range from 25 to 45 °C. In most cases, the new method allowed each diastereomer to be isolated separately. |
| first_indexed | 2024-03-13T08:09:12Z |
| format | Article |
| id | doaj.art-3bf1245cd9cb4f3984f02f8146e47ea9 |
| institution | Directory Open Access Journal |
| issn | 2509-9396 |
| language | English |
| last_indexed | 2024-03-13T08:09:12Z |
| publishDate | 2023-05-01 |
| publisher | Georg Thieme Verlag KG |
| record_format | Article |
| series | SynOpen |
| spelling | doaj.art-3bf1245cd9cb4f3984f02f8146e47ea92023-05-31T23:48:01ZengGeorg Thieme Verlag KGSynOpen2509-93962023-05-01070225826610.1055/a-2091-7934Temperature-Controlled Diastereoselective Doebner/Ugi Tandem ReactionYana Sakhno0Oleksandr Radchenko1Vyacheslav Saraev2Yuliia Shliapkina3Mariia Kaidash4Mariia Shyshkina5Svitlana Shishkina6Vladimir Musatov7Sergey Desenko8Valentyn Chebanov9Division of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineDivision of Chemistry of Functional Materials, State Scientific Institution ‘Institute for Single Crystals’ NAS of UkraineNovel peptidomimetics containing a pyrrolone fragment were synthesized by a tandem combination of Doebner and Ugi type multicomponent reactions with controlled diastereoselectivity. This approach represents a convenient synthesis in the temperature range from 25 to 45 °C. In most cases, the new method allowed each diastereomer to be isolated separately.http://www.thieme-connect.de/DOI/DOI?10.1055/a-2091-7934multicomponent reactionsdoebner reactionugi reactionpeptidomimeticspyrrolonesdiastereoselectivity |
| spellingShingle | Yana Sakhno Oleksandr Radchenko Vyacheslav Saraev Yuliia Shliapkina Mariia Kaidash Mariia Shyshkina Svitlana Shishkina Vladimir Musatov Sergey Desenko Valentyn Chebanov Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction SynOpen multicomponent reactions doebner reaction ugi reaction peptidomimetics pyrrolones diastereoselectivity |
| title | Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction |
| title_full | Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction |
| title_fullStr | Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction |
| title_full_unstemmed | Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction |
| title_short | Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction |
| title_sort | temperature controlled diastereoselective doebner ugi tandem reaction |
| topic | multicomponent reactions doebner reaction ugi reaction peptidomimetics pyrrolones diastereoselectivity |
| url | http://www.thieme-connect.de/DOI/DOI?10.1055/a-2091-7934 |
| work_keys_str_mv | AT yanasakhno temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT oleksandrradchenko temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT vyacheslavsaraev temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT yuliiashliapkina temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT mariiakaidash temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT mariiashyshkina temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT svitlanashishkina temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT vladimirmusatov temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT sergeydesenko temperaturecontrolleddiastereoselectivedoebnerugitandemreaction AT valentynchebanov temperaturecontrolleddiastereoselectivedoebnerugitandemreaction |