A unique catalytic asymmetric C-7 Friedel-Crafts alkylation/-hemiacetalization cascade reaction of 4-aminoindoles with β,γ-unsaturated α-keto esters has been described. Using a chiral magnesium H-BINOL-derived bis(phosphate) complex as catalyst, the resulting functionalized 1,7-annulated indole scaffolds are obtained in high yields (up to 98%) and with good to excellent enantioselectivities (up to 99%) and diastereoselectivities (up to >20:1) under mild reaction conditions.
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| http://dx.doi.org/10.1021/acs.orglett.1c00699 | DOI Listing |
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