Synthesis of allahabadolactone A
A synthesis of allahabadolactone A is described employing diastereoselective Diels–Alder and selenocyclization reactions, starting from (R)-citronellal and propylene oxide. The Diels–Alder substrate is built up in an efficient manner by rhodium-catalyzed alkyne hydroboration and palladium-catalyzed...
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| Main Authors: | , |
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| 格式: | Article |
| 語言: | English |
| 出版: |
2019
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| 主題: | |
| 在線閱讀: | https://hdl.handle.net/10356/88952 http://hdl.handle.net/10220/48340 |
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| 總結: | A synthesis of allahabadolactone A is described employing diastereoselective Diels–Alder and selenocyclization reactions, starting from (R)-citronellal and propylene oxide. The Diels–Alder substrate is built up in an efficient manner by rhodium-catalyzed alkyne hydroboration and palladium-catalyzed coupling reactions of E-1,2-dichloroethene. It is observed that the Diels–Alder reaction only displays high diastereoselectivity when the diene bears an additional alkene substituent but not an alkyne substituent. |
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