Asymmetric synthesis of indole homo-Michael adducts via dynamic kinetic Friedel-Crafts alkylation with cyclopropanes

Steven M. Wales; Morgan M. Walker; Jeffrey S. Johnson

doi:10.1021/ol4010646

Asymmetric synthesis of indole homo-Michael adducts via dynamic kinetic Friedel-Crafts alkylation with cyclopropanes

Steven M. Wales, Morgan M. Walker, Jeffrey S. Johnson^*

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

132 Citations (Scopus)

Abstract

An enantioconvergent Friedel-Crafts alkylation of indoles with donor-acceptor cyclopropanes is described. The reaction is catalyzed by pybox•MgI₂ and proceeds via a type I dynamic kinetic asymmetric transformation (DyKAT).

Original language	English
Pages (from-to)	2558-2561
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	10
DOIs	https://doi.org/10.1021/ol4010646
Publication status	Published - 17 May 2013

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@article{993ff82aef4046989795edb3c4e3fbdb,

title = "Asymmetric synthesis of indole homo-Michael adducts via dynamic kinetic Friedel-Crafts alkylation with cyclopropanes",

abstract = "An enantioconvergent Friedel-Crafts alkylation of indoles with donor-acceptor cyclopropanes is described. The reaction is catalyzed by pybox•MgI2 and proceeds via a type I dynamic kinetic asymmetric transformation (DyKAT).",

author = "Wales, {Steven M.} and Walker, {Morgan M.} and Johnson, {Jeffrey S.}",

year = "2013",

month = may,

day = "17",

doi = "10.1021/ol4010646",

language = "English",

volume = "15",

pages = "2558--2561",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "10",

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TY - JOUR

T1 - Asymmetric synthesis of indole homo-Michael adducts via dynamic kinetic Friedel-Crafts alkylation with cyclopropanes

AU - Wales, Steven M.

AU - Walker, Morgan M.

AU - Johnson, Jeffrey S.

PY - 2013/5/17

Y1 - 2013/5/17

N2 - An enantioconvergent Friedel-Crafts alkylation of indoles with donor-acceptor cyclopropanes is described. The reaction is catalyzed by pybox•MgI2 and proceeds via a type I dynamic kinetic asymmetric transformation (DyKAT).

AB - An enantioconvergent Friedel-Crafts alkylation of indoles with donor-acceptor cyclopropanes is described. The reaction is catalyzed by pybox•MgI2 and proceeds via a type I dynamic kinetic asymmetric transformation (DyKAT).

UR - http://www.scopus.com/inward/record.url?scp=84877888233&partnerID=8YFLogxK

U2 - 10.1021/ol4010646

DO - 10.1021/ol4010646

M3 - Article (Academic Journal)

C2 - 23654283

AN - SCOPUS:84877888233

VL - 15

SP - 2558

EP - 2561

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 10

ER -

Asymmetric synthesis of indole homo-Michael adducts via dynamic kinetic Friedel-Crafts alkylation with cyclopropanes

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