Highly enantio- and diastereoselective one-pot reactions in aqueous media: Combined asymmetric Rh-catalyzed conjugate addition/metal-mediated allylation

S Kallstrom; Jagt RBC; R Sillanpaa; BL Feringa; AJ Minnaard; Reko Leino

doi:10.1002/ejoc.200600309

Highly enantio- and diastereoselective one-pot reactions in aqueous media: Combined asymmetric Rh-catalyzed conjugate addition/metal-mediated allylation

S Kallstrom, Jagt RBC, R Sillanpaa, BL Feringa, AJ Minnaard, Reko Leino

Research output: Contribution to journal › Article › Scientific › peer-review

19 Citations (Scopus)

Abstract

1,3-Disubstituted, enantiopure cyclohexanols have been prepared in very high diastereoselectivities and good yields by a concise one-pot method combining the enantioselective rhodium-catalyzed conjugate addition of arylboronic acids with indium-mediated allylation into a highly efficient one-pot reaction in aqueous media. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006.

Original language	Undefined/Unknown
Pages (from-to)	3826–3833
Number of pages	8
Journal	European Journal of Organic Chemistry
Volume	2006
Issue number	17
DOIs	https://doi.org/10.1002/ejoc.200600309
Publication status	Published - 2006
MoE publication type	A1 Journal article-refereed

Keywords

allylation
conjugate addition
diastereoselectivity
asymmetric synthesis

Access to Document

10.1002/ejoc.200600309

Cite this

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title = "Highly enantio- and diastereoselective one-pot reactions in aqueous media: Combined asymmetric Rh-catalyzed conjugate addition/metal-mediated allylation",

abstract = "1,3-Disubstituted, enantiopure cyclohexanols have been prepared in very high diastereoselectivities and good yields by a concise one-pot method combining the enantioselective rhodium-catalyzed conjugate addition of arylboronic acids with indium-mediated allylation into a highly efficient one-pot reaction in aqueous media. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006.",

keywords = "allylation, conjugate addition, diastereoselectivity, asymmetric synthesis, allylation, conjugate addition, diastereoselectivity, asymmetric synthesis, allylation, conjugate addition, diastereoselectivity, asymmetric synthesis",

author = "S Kallstrom and Jagt RBC and R Sillanpaa and BL Feringa and AJ Minnaard and Reko Leino",

year = "2006",

doi = "10.1002/ejoc.200600309",

language = "Odefinierat/ok{\"a}nt",

volume = "2006",

pages = "3826–3833",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley",

number = "17",

}

TY - JOUR

T1 - Highly enantio- and diastereoselective one-pot reactions in aqueous media: Combined asymmetric Rh-catalyzed conjugate addition/metal-mediated allylation

AU - Kallstrom, S

AU - RBC, Jagt

AU - Sillanpaa, R

AU - Feringa, BL

AU - Minnaard, AJ

AU - Leino, Reko

PY - 2006

Y1 - 2006

N2 - 1,3-Disubstituted, enantiopure cyclohexanols have been prepared in very high diastereoselectivities and good yields by a concise one-pot method combining the enantioselective rhodium-catalyzed conjugate addition of arylboronic acids with indium-mediated allylation into a highly efficient one-pot reaction in aqueous media. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006.

AB - 1,3-Disubstituted, enantiopure cyclohexanols have been prepared in very high diastereoselectivities and good yields by a concise one-pot method combining the enantioselective rhodium-catalyzed conjugate addition of arylboronic acids with indium-mediated allylation into a highly efficient one-pot reaction in aqueous media. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006.

KW - allylation

KW - conjugate addition

KW - diastereoselectivity

KW - asymmetric synthesis

KW - allylation

KW - conjugate addition

KW - diastereoselectivity

KW - asymmetric synthesis

KW - allylation

KW - conjugate addition

KW - diastereoselectivity

KW - asymmetric synthesis

U2 - 10.1002/ejoc.200600309

DO - 10.1002/ejoc.200600309

M3 - Artikel

SN - 1434-193X

VL - 2006

SP - 3826

EP - 3833

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 17

ER -