Highly diastereo- and enantioselective intramolecular amidation of saturated C-H bonds catalyzed by ruthenium porphyrins

Jiang Lin Liang; Shi Xue Yuan; Jie Sheng Huang; Wing Yiu Yu; Chi Ming Che

doi:10.1002/1521-3773(20020916)41:18&lt;3465::AID-ANIE3465&gt;3.0.CO;2-D

Highly diastereo- and enantioselective intramolecular amidation of saturated C-H bonds catalyzed by ruthenium porphyrins

Jiang Lin Liang
, Shi Xue Yuan
, Jie Sheng Huang
, Wing Yiu Yu
, Chi Ming Che

Research output: Journal article publication › Journal article › Academic research › peer-review

281 Citations (Scopus)

Abstract

Virtually complete diastereoselectivity is observed in the intramolecular amidation of saturated C-H bonds, catalyzed by the ruthenium porphyrin catalyst 1 or 2. Reactions of sulfamate esters with PhI(OAc)2 in the presence of 1 or 2 afforded cyclic sulfamidates in up to 87% ee.

Original language	English
Pages (from-to)	3465-3468
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	41
Issue number	18
DOIs	https://doi.org/10.1002/1521-3773(20020916)41:18<3465::AID-ANIE3465>3.0.CO;2-D
Publication status	Published - 16 Sept 2002
Externally published	Yes

Keywords

Asymmetric catalysis
Cyclization
Porphyrinoids
Ruthenium
Sulfamidates

ASJC Scopus subject areas

Catalysis
General Chemistry

More information

10.1002/1521-3773(20020916)41:18<3465::AID-ANIE3465>3.0.CO;2-D

Cite this

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title = "Highly diastereo- and enantioselective intramolecular amidation of saturated C-H bonds catalyzed by ruthenium porphyrins",

abstract = "Virtually complete diastereoselectivity is observed in the intramolecular amidation of saturated C-H bonds, catalyzed by the ruthenium porphyrin catalyst 1 or 2. Reactions of sulfamate esters with PhI(OAc)2 in the presence of 1 or 2 afforded cyclic sulfamidates in up to 87\% ee.",

keywords = "Asymmetric catalysis, Cyclization, Porphyrinoids, Ruthenium, Sulfamidates",

author = "Liang, \{Jiang Lin\} and Yuan, \{Shi Xue\} and Huang, \{Jie Sheng\} and Yu, \{Wing Yiu\} and Che, \{Chi Ming\}",

year = "2002",

month = sep,

day = "16",

doi = "10.1002/1521-3773(20020916)41:18\<3465::AID-ANIE3465\>3.0.CO;2-D",

language = "English",

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pages = "3465--3468",

journal = "Angewandte Chemie - International Edition",

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publisher = "John Wiley and Sons Ltd",

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}

Highly diastereo- and enantioselective intramolecular amidation of saturated C-H bonds catalyzed by ruthenium porphyrins. / Liang, Jiang Lin; Yuan, Shi Xue; Huang, Jie Sheng et al.
In: Angewandte Chemie - International Edition, Vol. 41, No. 18, 16.09.2002, p. 3465-3468.

Research output: Journal article publication › Journal article › Academic research › peer-review

TY - JOUR

T1 - Highly diastereo- and enantioselective intramolecular amidation of saturated C-H bonds catalyzed by ruthenium porphyrins

AU - Liang, Jiang Lin

AU - Yuan, Shi Xue

AU - Huang, Jie Sheng

AU - Yu, Wing Yiu

AU - Che, Chi Ming

PY - 2002/9/16

Y1 - 2002/9/16

N2 - Virtually complete diastereoselectivity is observed in the intramolecular amidation of saturated C-H bonds, catalyzed by the ruthenium porphyrin catalyst 1 or 2. Reactions of sulfamate esters with PhI(OAc)2 in the presence of 1 or 2 afforded cyclic sulfamidates in up to 87% ee.

AB - Virtually complete diastereoselectivity is observed in the intramolecular amidation of saturated C-H bonds, catalyzed by the ruthenium porphyrin catalyst 1 or 2. Reactions of sulfamate esters with PhI(OAc)2 in the presence of 1 or 2 afforded cyclic sulfamidates in up to 87% ee.

KW - Asymmetric catalysis

KW - Cyclization

KW - Porphyrinoids

KW - Ruthenium

KW - Sulfamidates

UR - https://www.scopus.com/pages/publications/0037119816

U2 - 10.1002/1521-3773(20020916)41:18<3465::AID-ANIE3465>3.0.CO;2-D

DO - 10.1002/1521-3773(20020916)41:18<3465::AID-ANIE3465>3.0.CO;2-D

M3 - Journal article

C2 - 12298066

SN - 1433-7851

VL - 41

SP - 3465

EP - 3468

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 18

ER -

Highly diastereo- and enantioselective intramolecular amidation of saturated C-H bonds catalyzed by ruthenium porphyrins

Abstract

Keywords

ASJC Scopus subject areas

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