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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72 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",

month = sep,

day = "16",

doi = "10.1021/ol2020847",

language = "English",

volume = "13",

pages = "4958--4961",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Enantioselective conjugate addition of alkenylboronic acids to indole-appended enones

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.

UR - https://www.scopus.com/pages/publications/80052714730

U2 - 10.1021/ol2020847

DO - 10.1021/ol2020847

M3 - Article

C2 - 21846131

AN - SCOPUS:80052714730

SN - 1523-7060

VL - 13

SP - 4958

EP - 4961

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

Enantioselective conjugate addition of alkenylboronic acids to indole-appended enones

Abstract

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