Stereoselective intramolecular carbene C-H insertion catalyzed by rhodium(III) porphyrin complexes

Vanessakar Yan Lo; Hung Yat Thu; Yu Man Chan; Tsz Lung Lam; Wing Yiu Yu; Chi Ming Che

doi:10.1055/s-0032-1317322

Stereoselective intramolecular carbene C-H insertion catalyzed by rhodium(III) porphyrin complexes

Vanessakar Yan Lo, Hung Yat Thu, Yu Man Chan, Tsz Lung Lam, Wing Yiu Yu, Chi Ming Che

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

12 Citations (Scopus)

Abstract

Rhodium(III) porphyrin complexes [Rh(Por)Me] are catalytically active towards stereoselective intramolecular carbene C-H insertions of α-diazoacetamides to give cis-β-lactams or trans-γ-lactams in yields up to 99% with regioselectivities up to 100% and cis/trans ratios up to 83:17 for β-lactams.

Original language	English
Pages (from-to)	2753-2757
Number of pages	5
Journal	Synlett
Volume	23
Issue number	19
DOIs	https://doi.org/10.1055/s-0032-1317322
Publication status	Published - 22 Oct 2012

Keywords

carbene C-H insertion
intramolecular cyclization
lactams
rhodium porphyrin
stereoselectivity

ASJC Scopus subject areas

Organic Chemistry

More information

10.1055/s-0032-1317322

Cite this

@article{ce849c4eaa984de99ebd3090951c8af5,

title = "Stereoselective intramolecular carbene C-H insertion catalyzed by rhodium(III) porphyrin complexes",

abstract = "Rhodium(III) porphyrin complexes [Rh(Por)Me] are catalytically active towards stereoselective intramolecular carbene C-H insertions of α-diazoacetamides to give cis-β-lactams or trans-γ-lactams in yields up to 99% with regioselectivities up to 100% and cis/trans ratios up to 83:17 for β-lactams.",

keywords = "carbene C-H insertion, intramolecular cyclization, lactams, rhodium porphyrin, stereoselectivity",

author = "Lo, {Vanessakar Yan} and Thu, {Hung Yat} and Chan, {Yu Man} and Lam, {Tsz Lung} and Yu, {Wing Yiu} and Che, {Chi Ming}",

year = "2012",

month = oct,

day = "22",

doi = "10.1055/s-0032-1317322",

language = "English",

volume = "23",

pages = "2753--2757",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "19",

}

TY - JOUR

T1 - Stereoselective intramolecular carbene C-H insertion catalyzed by rhodium(III) porphyrin complexes

AU - Lo, Vanessakar Yan

AU - Thu, Hung Yat

AU - Chan, Yu Man

AU - Lam, Tsz Lung

AU - Yu, Wing Yiu

AU - Che, Chi Ming

PY - 2012/10/22

Y1 - 2012/10/22

N2 - Rhodium(III) porphyrin complexes [Rh(Por)Me] are catalytically active towards stereoselective intramolecular carbene C-H insertions of α-diazoacetamides to give cis-β-lactams or trans-γ-lactams in yields up to 99% with regioselectivities up to 100% and cis/trans ratios up to 83:17 for β-lactams.

AB - Rhodium(III) porphyrin complexes [Rh(Por)Me] are catalytically active towards stereoselective intramolecular carbene C-H insertions of α-diazoacetamides to give cis-β-lactams or trans-γ-lactams in yields up to 99% with regioselectivities up to 100% and cis/trans ratios up to 83:17 for β-lactams.

KW - carbene C-H insertion

KW - intramolecular cyclization

KW - lactams

KW - rhodium porphyrin

KW - stereoselectivity

UR - http://www.scopus.com/inward/record.url?scp=84867530184&partnerID=8YFLogxK

U2 - 10.1055/s-0032-1317322

DO - 10.1055/s-0032-1317322

M3 - Journal article

VL - 23

SP - 2753

EP - 2757

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 19

ER -