Copper-catalyzed skeletal rearrangement of O-propargylic alkylaldoximes via N-O bond cleavage

Itaru Nakamura; Tomoki Iwata; Dong Zhang; Masahiro Terada

doi:10.1021/ol203001w

Copper-catalyzed skeletal rearrangement of O-propargylic alkylaldoximes via N-O bond cleavage

Itaru Nakamura, Tomoki Iwata, Dong Zhang, Masahiro Terada

Tohoku University

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

18 Citations (Scopus)

Abstract

O-Propargylic oximes that possess a proton at the α-position of the oxime group were effectively converted to the corresponding oxiranyl N-alkenylimines via a 5-endo-dig cyclization followed by the cleavage of the N-O bond.

Original language	English
Pages (from-to)	206-209
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	1
DOIs	https://doi.org/10.1021/ol203001w
Publication status	Published - 2012 Jan 6

Access to Document

10.1021/ol203001w

Cite this

@article{aff3408cc7e84958810cae78bcb54505,

title = "Copper-catalyzed skeletal rearrangement of O-propargylic alkylaldoximes via N-O bond cleavage",

abstract = "O-Propargylic oximes that possess a proton at the α-position of the oxime group were effectively converted to the corresponding oxiranyl N-alkenylimines via a 5-endo-dig cyclization followed by the cleavage of the N-O bond.",

author = "Itaru Nakamura and Tomoki Iwata and Dong Zhang and Masahiro Terada",

year = "2012",

month = jan,

day = "6",

doi = "10.1021/ol203001w",

language = "English",

volume = "14",

pages = "206--209",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "1",

}

TY - JOUR

T1 - Copper-catalyzed skeletal rearrangement of O-propargylic alkylaldoximes via N-O bond cleavage

AU - Nakamura, Itaru

AU - Iwata, Tomoki

AU - Zhang, Dong

AU - Terada, Masahiro

PY - 2012/1/6

Y1 - 2012/1/6

N2 - O-Propargylic oximes that possess a proton at the α-position of the oxime group were effectively converted to the corresponding oxiranyl N-alkenylimines via a 5-endo-dig cyclization followed by the cleavage of the N-O bond.

AB - O-Propargylic oximes that possess a proton at the α-position of the oxime group were effectively converted to the corresponding oxiranyl N-alkenylimines via a 5-endo-dig cyclization followed by the cleavage of the N-O bond.

UR - http://www.scopus.com/inward/record.url?scp=84862908538&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84862908538&partnerID=8YFLogxK

U2 - 10.1021/ol203001w

DO - 10.1021/ol203001w

M3 - Article

AN - SCOPUS:84862908538

SN - 1523-7060

VL - 14

SP - 206

EP - 209

JO - Organic Letters

JF - Organic Letters

IS - 1

ER -

Copper-catalyzed skeletal rearrangement of O-propargylic alkylaldoximes via N-O bond cleavage

Abstract

Access to Document

Other files and links

Fingerprint

Cite this