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- W3169226252 abstract "We have developed catalyst-controlled regiodivergent rearrangements of onium-ylides derived from indole substrates. Oxonium ylides formed in situ from substituted indoles selectively undergo [2,3]- and [1,2]-rearrangements in the presence of a rhodium and a copper catalyst, respectively. The combined experimental and density functional theory (DFT) computational studies indicate divergent mechanistic pathways involving a metal-free ylide in the rhodium catalyzed reaction favoring [2,3]-rearrangement, and a metal-coordinated ion-pair in the copper catalyzed [1,2]-rearrangement that recombines in the solvent-cage. The application of our methodology was demonstrated in the first total synthesis of the indole alkaloid (±)-sorazolon B, which enabled the stereochemical reassignment of the natural product. Further functional group transformations of the rearrangement products to generate valuable synthetic intermediates were also demonstrated." @default.
- W3169226252 created "2021-06-22" @default.
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- W3169226252 creator A5066858515 @default.
- W3169226252 creator A5076109982 @default.
- W3169226252 date "2021-06-14" @default.
- W3169226252 modified "2023-10-18" @default.
- W3169226252 title "Catalyst-Controlled Regiodivergence in Rearrangements of Indole-Based Onium Ylides" @default.
- W3169226252 cites W1902959838 @default.
- W3169226252 cites W1973788220 @default.
- W3169226252 cites W1975603819 @default.
- W3169226252 cites W1977642177 @default.
- W3169226252 cites W1981807278 @default.
- W3169226252 cites W1985600744 @default.
- W3169226252 cites W1986397468 @default.
- W3169226252 cites W1986583948 @default.
- W3169226252 cites W1988091937 @default.
- W3169226252 cites W1989202995 @default.
- W3169226252 cites W1993137901 @default.
- W3169226252 cites W1994287109 @default.
- W3169226252 cites W1999556799 @default.
- W3169226252 cites W2007222558 @default.
- W3169226252 cites W2011690753 @default.
- W3169226252 cites W2022807387 @default.
- W3169226252 cites W2023271753 @default.
- W3169226252 cites W2029376804 @default.
- W3169226252 cites W2033608769 @default.
- W3169226252 cites W2034112635 @default.
- W3169226252 cites W2040618615 @default.
- W3169226252 cites W2041440686 @default.
- W3169226252 cites W2044574828 @default.
- W3169226252 cites W2047970214 @default.
- W3169226252 cites W2049079127 @default.
- W3169226252 cites W2050015274 @default.
- W3169226252 cites W2060390716 @default.
- W3169226252 cites W2063126484 @default.
- W3169226252 cites W2068617439 @default.
- W3169226252 cites W2070944332 @default.
- W3169226252 cites W2072202759 @default.
- W3169226252 cites W2073117543 @default.
- W3169226252 cites W2075149639 @default.
- W3169226252 cites W2075720864 @default.
- W3169226252 cites W2078686890 @default.
- W3169226252 cites W2079511446 @default.
- W3169226252 cites W2091439453 @default.
- W3169226252 cites W2094642658 @default.
- W3169226252 cites W2096747776 @default.
- W3169226252 cites W2098106697 @default.
- W3169226252 cites W2113609432 @default.
- W3169226252 cites W2119547517 @default.
- W3169226252 cites W2124713517 @default.
- W3169226252 cites W2129192203 @default.
- W3169226252 cites W2133766002 @default.
- W3169226252 cites W2134554187 @default.
- W3169226252 cites W2141657566 @default.
- W3169226252 cites W2142226305 @default.
- W3169226252 cites W2143981217 @default.
- W3169226252 cites W2158974750 @default.
- W3169226252 cites W2165260694 @default.
- W3169226252 cites W2166986103 @default.
- W3169226252 cites W2177560317 @default.
- W3169226252 cites W2203760706 @default.
- W3169226252 cites W2213924983 @default.
- W3169226252 cites W2243530939 @default.
- W3169226252 cites W2247776287 @default.
- W3169226252 cites W2266873437 @default.
- W3169226252 cites W2320534486 @default.
- W3169226252 cites W2327841955 @default.
- W3169226252 cites W2334168851 @default.
- W3169226252 cites W2407040666 @default.
- W3169226252 cites W2496487155 @default.
- W3169226252 cites W2505410889 @default.
- W3169226252 cites W2515858913 @default.
- W3169226252 cites W2516145439 @default.
- W3169226252 cites W2552113814 @default.
- W3169226252 cites W2581189812 @default.
- W3169226252 cites W2613740142 @default.
- W3169226252 cites W2617558546 @default.
- W3169226252 cites W2622104936 @default.
- W3169226252 cites W2622119547 @default.
- W3169226252 cites W2736065067 @default.
- W3169226252 cites W2754053424 @default.
- W3169226252 cites W2789278436 @default.
- W3169226252 cites W2790924993 @default.
- W3169226252 cites W2800409626 @default.
- W3169226252 cites W2808695652 @default.
- W3169226252 cites W2894152400 @default.
- W3169226252 cites W2909626208 @default.
- W3169226252 cites W2945808953 @default.
- W3169226252 cites W2949781690 @default.
- W3169226252 cites W2949858867 @default.
- W3169226252 cites W2950670368 @default.
- W3169226252 cites W2951101222 @default.
- W3169226252 cites W2951216775 @default.
- W3169226252 cites W2951257925 @default.