Reactivity enhancement for chiral dirhodium(II) tetrakis(carboxamidates)

MP Doyle; WH Hu; IM Phillips; CJ Moody; AG Pepper; Alexandra Martha Zoya Slawin

Reactivity enhancement for chiral dirhodium(II) tetrakis(carboxamidates)

MP Doyle, WH Hu, IM Phillips, CJ Moody, AG Pepper, Alexandra Martha Zoya Slawin

Research output: Other contribution

38 Citations (Scopus)

Abstract

Difluorinated Ligands from azetidinone-4-carboxylates and pyrrolidinone-5-carboxylate have been prepared, substituted onto dirhodium(II), and the reactivities and selectivities of the resulting catalysts have been examined. The fluorinated catalysts exhibit enhanced reactivity towards diazo decomposition but diminished enantioselectivities for cyclopropanation. Selectivity for ylide formation and rearrangement or Si-H insertion is enhanced or similar to that with unfluorinated analogues.

Original language	English
Volume	343
Publication status	Published - Jan 2001

Keywords

chiral catalysts
fluorinated ligands
cyclopropanation
ylides
rhodium
CARBENOID INSERTION
IODONIUM YLIDES
CYCLOPROPANATION
LACTAM
ENANTIOCONTROL
IMINE

Cite this

@misc{6182767b984e438f9aa8eda572044145,

title = "Reactivity enhancement for chiral dirhodium(II) tetrakis(carboxamidates)",

abstract = "Difluorinated Ligands from azetidinone-4-carboxylates and pyrrolidinone-5-carboxylate have been prepared, substituted onto dirhodium(II), and the reactivities and selectivities of the resulting catalysts have been examined. The fluorinated catalysts exhibit enhanced reactivity towards diazo decomposition but diminished enantioselectivities for cyclopropanation. Selectivity for ylide formation and rearrangement or Si-H insertion is enhanced or similar to that with unfluorinated analogues.",

keywords = "chiral catalysts, fluorinated ligands, cyclopropanation, ylides, rhodium, CARBENOID INSERTION, IODONIUM YLIDES, CYCLOPROPANATION, LACTAM, ENANTIOCONTROL, IMINE",

author = "MP Doyle and WH Hu and IM Phillips and CJ Moody and AG Pepper and Slawin, {Alexandra Martha Zoya}",

note = "Adv Synth Catal",

year = "2001",

month = jan,

language = "English",

volume = "343",

type = "Other",

}

TY - GEN

T1 - Reactivity enhancement for chiral dirhodium(II) tetrakis(carboxamidates)

AU - Doyle, MP

AU - Hu, WH

AU - Phillips, IM

AU - Moody, CJ

AU - Pepper, AG

AU - Slawin, Alexandra Martha Zoya

N1 - Adv Synth Catal

PY - 2001/1

Y1 - 2001/1

N2 - Difluorinated Ligands from azetidinone-4-carboxylates and pyrrolidinone-5-carboxylate have been prepared, substituted onto dirhodium(II), and the reactivities and selectivities of the resulting catalysts have been examined. The fluorinated catalysts exhibit enhanced reactivity towards diazo decomposition but diminished enantioselectivities for cyclopropanation. Selectivity for ylide formation and rearrangement or Si-H insertion is enhanced or similar to that with unfluorinated analogues.

AB - Difluorinated Ligands from azetidinone-4-carboxylates and pyrrolidinone-5-carboxylate have been prepared, substituted onto dirhodium(II), and the reactivities and selectivities of the resulting catalysts have been examined. The fluorinated catalysts exhibit enhanced reactivity towards diazo decomposition but diminished enantioselectivities for cyclopropanation. Selectivity for ylide formation and rearrangement or Si-H insertion is enhanced or similar to that with unfluorinated analogues.

KW - chiral catalysts

KW - fluorinated ligands

KW - cyclopropanation

KW - ylides

KW - rhodium

KW - CARBENOID INSERTION

KW - IODONIUM YLIDES

KW - CYCLOPROPANATION

KW - LACTAM

KW - ENANTIOCONTROL

KW - IMINE

UR - http://www.scopus.com/inward/record.url?scp=0001595436&partnerID=8YFLogxK

M3 - Other contribution

VL - 343

ER -

Reactivity enhancement for chiral dirhodium(II) tetrakis(carboxamidates)

Abstract

Keywords

Other files and links

Fingerprint

Cite this