Abstract
Treatment of an olefinic hydroxamic acid with tert-butylsulfinyl chloride and Hunig's base from -50°C to room temperature in the presence of a radical trap such as diphenyl diselenide, diphenyl disulfide or TEMPO affords a functionalized product derived from an amidyl radical cyclization. The methodology has been used in a formal total synthesis of the 6- azabicyclo[3.2.1]octane-containing indole alkaloid peduncularine. (C) 2000 Elsevier Science Ltd.
Original language | English (US) |
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Pages (from-to) | 2333-2337 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 41 |
Issue number | 14 |
DOIs | |
State | Published - Apr 1 2000 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry