Enantioselective conjugate addition of alkenylboronic acids to indole-appended enones

Brian J. Lundy; Santa Jansone-Popova; Jeremy A. May

doi:10.1021/ol2020847

Enantioselective conjugate addition of alkenylboronic acids to indole-appended enones

Brian J. Lundy, Santa Jansone-Popova, Jeremy A. May

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69 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	4958-4961
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	18
DOIs	https://doi.org/10.1021/ol2020847
State	Published - Sep 16 2011
Externally published	Yes

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title = "Enantioselective conjugate addition of alkenylboronic acids to indole-appended enones",

abstract = "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.",

author = "Lundy, {Brian J.} and Santa Jansone-Popova and May, {Jeremy A.}",

year = "2011",

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doi = "10.1021/ol2020847",

language = "English",

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AU - Lundy, Brian J.

AU - Jansone-Popova, Santa

AU - May, Jeremy A.

PY - 2011/9/16

Y1 - 2011/9/16

N2 - 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.

AB - 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.

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U2 - 10.1021/ol2020847

DO - 10.1021/ol2020847

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JO - Organic Letters

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Enantioselective conjugate addition of alkenylboronic acids to indole-appended enones

Abstract

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