Chiral N-1-adamantyl-N-trans-cinnamylaniline type ligands: synthesis and application to palladium-catalyzed asymmetric allylic alkylation of indoles

Chiral N-1-adamantyl-N-trans-cinnamylaniline type ligands: synthesis and application to palladium-catalyzed asymmetric allylic alkylation of indoles

Such chiral phosphine-internal olefin hybrid type ligands as N-1-adamantyl-N-cinnamylaniline derivatives 1 with C(aryl)-N(amine) bond axial chirality were synthesized and utilized for the palladium-catalyzed asymmetric allylic alkylation of indoles to afford the desired products in high enantioselec...

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Veröffentlicht in:Organic & biomolecular chemistry 2016-01, Vol.14 (31), p.7509-7519
Hauptverfasser: Mino, Takashi, Nishikawa, Kenji, Asano, Moeko, Shima, Yamato, Ebisawa, Toshibumi, Yoshida, Yasushi, Sakamoto, Masami
Format: Artikel
Sprache:eng
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Zusammenfassung:Such chiral phosphine-internal olefin hybrid type ligands as N-1-adamantyl-N-cinnamylaniline derivatives 1 with C(aryl)-N(amine) bond axial chirality were synthesized and utilized for the palladium-catalyzed asymmetric allylic alkylation of indoles to afford the desired products in high enantioselectivities (up to 98% ee).
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob01354f