The total syntheses of (+ +)-T988 Ba nd (+ +)-T988 Cw ere accomplished in 19 and 18 steps, respectively,i n2 0.2 %o verall yield. The indole segment was regioselectively introduced at the sterically hindered C10b position through ad iastereoselective bromocyclization reaction and as ubsequent AgNTf 2 -mediated Friedel-Crafts reaction. The dithiodioxopiperazine moiety was efficiently constructed throughaone-pot radical-mediated CÀHb romination/dehydrobromination procedure on the dioxopiperazine ring.

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