We describe herein formal syntheses of the indole alkaloids
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Abstract cis ‐trikentrin A and herbindole B from a commonmeso ‐hydroquinone intermediate prepared by a ruthenium‐catalyzed [2+2+1+1] cycloaddition that has not been used previously in natural product synthesis. Key steps include a sterically demanding Buchwald–Hartwig amination as well as a unique C(sp3)−H amination/indole formation. Studies toward a selective desymmetrization of themeso ‐hydroquinone are also reported. -
Leal, Raul A. ; Bischof, Caroline ; Lee, Youjin V. ; Sawano, Shota ; McAtee, Christopher C. ; Latimer, Luke N. ; Russ, Zachary N. ; Dueber, John E. ; Yu, Jin‐Quan ; Sarpong, Richmond ( , Angewandte Chemie)more » « less
Abstract We describe herein formal syntheses of the indole alkaloids
cis ‐trikentrin A and herbindole B from a commonmeso ‐hydroquinone intermediate prepared by a ruthenium‐catalyzed [2+2+1+1] cycloaddition that has not been used previously in natural product synthesis. Key steps include a sterically demanding Buchwald–Hartwig amination as well as a unique C(sp3)−H amination/indole formation. Studies toward a selective desymmetrization of themeso ‐hydroquinone are also reported.
