Abstract
In 18 out of 20 examples of the organolithium-mediated conversion of β-alkoxy aziridines into substituted allylic sulfonamides, use of a Bus (Bus = t-BuSO2) substituent on the nitrogen gave higher yields compared to the analogous N-Ts compounds. The success with the N-Bus aziridines facilitated the development of a new route to the spirocyclic core of the histrionicotoxins and completion of a formal synthesis of (±)-perhydrohistrionicotoxin.
Original language | English |
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Pages (from-to) | 7852-7855 |
Number of pages | 4 |
Journal | Journal of Organic Chemistry |
Volume | 73 |
Issue number | 19 |
DOIs | |
Publication status | Published - 20 Sept 2008 |