Osmium-catalyzed vicinal oxyamination of alkenes by N-(4- toluenesulfonyloxy)carbamates

Anthony C. Willis; Malcolm D. McLeod

doi:10.1021/jo301372y

Osmium-catalyzed vicinal oxyamination of alkenes by N-(4- toluenesulfonyloxy)carbamates

Masruri
, Anthony C. Willis
, Malcolm D. McLeod^*

^*Corresponding author for this work

Faculty of Mathematics and Natural Sciences

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

34 Citations (Scopus)

Abstract

N-(4-Toluenesulfonyloxy)carbamates based on a range of common amine protecting groups serve as preformed nitrogen sources in the intermolecular osmium-catalyzed oxyamination reaction of a variety of mono-, di-, and trisubstituted alkenes. The reactions occur with low catalyst loadings and good yields and afford high regioselectivity for unsymmetrically substituted alkenes.

Original language	English
Pages (from-to)	8480-8491
Number of pages	12
Journal	Journal of Organic Chemistry
Volume	77
Issue number	19
DOIs	https://doi.org/10.1021/jo301372y
Publication status	Published - 5 Oct 2012

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10.1021/jo301372y

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title = "Osmium-catalyzed vicinal oxyamination of alkenes by N-(4- toluenesulfonyloxy)carbamates",

abstract = "N-(4-Toluenesulfonyloxy)carbamates based on a range of common amine protecting groups serve as preformed nitrogen sources in the intermolecular osmium-catalyzed oxyamination reaction of a variety of mono-, di-, and trisubstituted alkenes. The reactions occur with low catalyst loadings and good yields and afford high regioselectivity for unsymmetrically substituted alkenes.",

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AU - Masruri,

AU - Willis, Anthony C.

AU - McLeod, Malcolm D.

PY - 2012/10/5

Y1 - 2012/10/5

N2 - N-(4-Toluenesulfonyloxy)carbamates based on a range of common amine protecting groups serve as preformed nitrogen sources in the intermolecular osmium-catalyzed oxyamination reaction of a variety of mono-, di-, and trisubstituted alkenes. The reactions occur with low catalyst loadings and good yields and afford high regioselectivity for unsymmetrically substituted alkenes.

AB - N-(4-Toluenesulfonyloxy)carbamates based on a range of common amine protecting groups serve as preformed nitrogen sources in the intermolecular osmium-catalyzed oxyamination reaction of a variety of mono-, di-, and trisubstituted alkenes. The reactions occur with low catalyst loadings and good yields and afford high regioselectivity for unsymmetrically substituted alkenes.

UR - https://www.scopus.com/pages/publications/84867339305

U2 - 10.1021/jo301372y

DO - 10.1021/jo301372y

M3 - Article

C2 - 22963548

AN - SCOPUS:84867339305

SN - 0022-3263

VL - 77

SP - 8480

EP - 8491

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

Osmium-catalyzed vicinal oxyamination of alkenes by N-(4- toluenesulfonyloxy)carbamates

Abstract

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