Synthesis of Allahabadolactone A.
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| Title: | Synthesis of Allahabadolactone A. |
|---|---|
| Authors: | Kongchen Wang1, Bates, Roderick W.1 roderick@ntu.edu.sg |
| Source: | Journal of Organic Chemistry. 12/1/2017, Vol. 82 Issue 23, p12624-12630. 7p. |
| Abstract: | 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. [ABSTRACT FROM AUTHOR] |
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| Database: | Engineering Source |
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