Stereoselective synthesis of trans-beta-lactams by palladium-catalysed carbonylation of vinyl aziridines

Francesco Fontana; Gian Cesare Tron; Nekane Barbero; Serena Ferrini; Stephen P. Thomas; Varinder K. Aggarwal

doi:10.1039/b920564k

Stereoselective synthesis of trans-beta-lactams by palladium-catalysed carbonylation of vinyl aziridines

Francesco Fontana, Gian Cesare Tron, Nekane Barbero, Serena Ferrini, Stephen P. Thomas, Varinder K. Aggarwal^*

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

51 Citations (Scopus)

Abstract

The palladium-catalysed carbonylation of vinyl aziridines can give either the trans- or cis-beta-lactam preferentially or even the delta-lactam simply by adjusting the reaction parameters ([Pd], [CO], temperature).

Original language	English
Pages (from-to)	267-269
Number of pages	3
Journal	Chemical Communications
Volume	46
Issue number	2
DOIs	https://doi.org/10.1039/b920564k
Publication status	Published - 2010

Keywords

ASYMMETRIC-SYNTHESIS
DECARBOXYLATIVE CARBONYLATION
THERMODYNAMIC PREFERENCE
BUILDING-BLOCKS
3,6-DIHYDRO-1H-PYRIDIN-2-ONES
REGIOSELECTIVITY

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NEW ASSYMETRIC REACTIONS AND THEIR APPLICATION IN TOTAL SYNTHESIS
Aggarwal, V. K. (Principal Investigator)
1/10/05 → 1/10/10
Project: Research

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title = "Stereoselective synthesis of trans-beta-lactams by palladium-catalysed carbonylation of vinyl aziridines",

abstract = "The palladium-catalysed carbonylation of vinyl aziridines can give either the trans- or cis-beta-lactam preferentially or even the delta-lactam simply by adjusting the reaction parameters ([Pd], [CO], temperature).",

keywords = "ASYMMETRIC-SYNTHESIS, DECARBOXYLATIVE CARBONYLATION, THERMODYNAMIC PREFERENCE, BUILDING-BLOCKS, 3,6-DIHYDRO-1H-PYRIDIN-2-ONES, REGIOSELECTIVITY",

author = "Francesco Fontana and Tron, {Gian Cesare} and Nekane Barbero and Serena Ferrini and Thomas, {Stephen P.} and Aggarwal, {Varinder K.}",

year = "2010",

doi = "10.1039/b920564k",

language = "English",

volume = "46",

pages = "267--269",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "2",

}

TY - JOUR

T1 - Stereoselective synthesis of trans-beta-lactams by palladium-catalysed carbonylation of vinyl aziridines

AU - Fontana, Francesco

AU - Tron, Gian Cesare

AU - Barbero, Nekane

AU - Ferrini, Serena

AU - Thomas, Stephen P.

AU - Aggarwal, Varinder K.

PY - 2010

Y1 - 2010

N2 - The palladium-catalysed carbonylation of vinyl aziridines can give either the trans- or cis-beta-lactam preferentially or even the delta-lactam simply by adjusting the reaction parameters ([Pd], [CO], temperature).

AB - The palladium-catalysed carbonylation of vinyl aziridines can give either the trans- or cis-beta-lactam preferentially or even the delta-lactam simply by adjusting the reaction parameters ([Pd], [CO], temperature).

KW - ASYMMETRIC-SYNTHESIS

KW - DECARBOXYLATIVE CARBONYLATION

KW - THERMODYNAMIC PREFERENCE

KW - BUILDING-BLOCKS

KW - 3,6-DIHYDRO-1H-PYRIDIN-2-ONES

KW - REGIOSELECTIVITY

U2 - 10.1039/b920564k

DO - 10.1039/b920564k

M3 - Article (Academic Journal)

C2 - 20024347

SN - 1359-7345

VL - 46

SP - 267

EP - 269

JO - Chemical Communications

JF - Chemical Communications

IS - 2

ER -

Stereoselective synthesis of trans-beta-lactams by palladium-catalysed carbonylation of vinyl aziridines

Abstract

Keywords

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NEW ASSYMETRIC REACTIONS AND THEIR APPLICATION IN TOTAL SYNTHESIS

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