Diastereoselective aminooxygenation and diamination of alkenes with amidines by hypervalent Iodine(III) reagents

Hui Chen; Atsushi Kaga; Shunsuke Chiba

doi:10.1021/ol503000c

Diastereoselective aminooxygenation and diamination of alkenes with amidines by hypervalent Iodine(III) reagents

Hui Chen, Atsushi Kaga, Shunsuke Chiba^*

^*Corresponding author for this work

Nanyang Technological University

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

64 Citations (Scopus)

Abstract

Diastereoselective anti-aminooxygenation and anti-diamination of alkenes with amidines were enabled by hypervalent iodine(III) reagents such as PhI(OCOR)₂ and PhI(NMs₂)₂, respectively. The present transformation offers diastereochemically pure dihydroimidazoles divergently from E- and Z-alkenes.

Original language	English
Pages (from-to)	6136-6139
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	23
DOIs	https://doi.org/10.1021/ol503000c
Publication status	Published - Dec 5 2014
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2014 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol503000c

Cite this

@article{cb35374297204e8cabeba24edd336235,

title = "Diastereoselective aminooxygenation and diamination of alkenes with amidines by hypervalent Iodine(III) reagents",

abstract = "Diastereoselective anti-aminooxygenation and anti-diamination of alkenes with amidines were enabled by hypervalent iodine(III) reagents such as PhI(OCOR)2 and PhI(NMs2)2, respectively. The present transformation offers diastereochemically pure dihydroimidazoles divergently from E- and Z-alkenes.",

author = "Hui Chen and Atsushi Kaga and Shunsuke Chiba",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

month = dec,

day = "5",

doi = "10.1021/ol503000c",

language = "English",

volume = "16",

pages = "6136--6139",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "23",

}

TY - JOUR

T1 - Diastereoselective aminooxygenation and diamination of alkenes with amidines by hypervalent Iodine(III) reagents

AU - Chen, Hui

AU - Kaga, Atsushi

AU - Chiba, Shunsuke

PY - 2014/12/5

Y1 - 2014/12/5

N2 - Diastereoselective anti-aminooxygenation and anti-diamination of alkenes with amidines were enabled by hypervalent iodine(III) reagents such as PhI(OCOR)2 and PhI(NMs2)2, respectively. The present transformation offers diastereochemically pure dihydroimidazoles divergently from E- and Z-alkenes.

AB - Diastereoselective anti-aminooxygenation and anti-diamination of alkenes with amidines were enabled by hypervalent iodine(III) reagents such as PhI(OCOR)2 and PhI(NMs2)2, respectively. The present transformation offers diastereochemically pure dihydroimidazoles divergently from E- and Z-alkenes.

UR - http://www.scopus.com/inward/record.url?scp=84916221263&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84916221263&partnerID=8YFLogxK

U2 - 10.1021/ol503000c

DO - 10.1021/ol503000c

M3 - Article

AN - SCOPUS:84916221263

SN - 1523-7060

VL - 16

SP - 6136

EP - 6139

JO - Organic Letters

JF - Organic Letters

IS - 23

ER -

Diastereoselective aminooxygenation and diamination of alkenes with amidines by hypervalent Iodine(III) reagents

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Access to Document

Other files and links

Fingerprint

Cite this