Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones

Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones

An enantioselective addition of alkenylboronic acids and alkynylboronic esters to unprotected indole-appended enones is reported. This transformation proceeds with high enantioselectivity and high product yields via the use of catalytic amounts of 3,3′-bis(pentafluorophenyl)-BINOL and Mg(Ot-Bu)2. A...

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Veröffentlicht in:Organic letters 2011-09, Vol.13 (18), p.4958-4961
Hauptverfasser: Lundy, Brian J, Jansone-Popova, Santa, May, Jeremy A
Format: Artikel
Sprache:eng
Schlagworte:
Boronic Acids - chemistry
Esters - chemistry
Indoles - chemistry
Ketones - chemical synthesis
Ketones - chemistry
Molecular Structure
Stereoisomerism
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Zusammenfassung:An enantioselective addition of alkenylboronic acids and alkynylboronic esters to unprotected indole-appended enones is reported. This transformation proceeds with high enantioselectivity and high product yields via the use of catalytic amounts of 3,3′-bis(pentafluorophenyl)-BINOL and Mg(Ot-Bu)2. A range of α-branched indole derivatives are available from the transformation.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol2020847