The influence of chiral auxiliaries and catalysts on the selectivity of intramolecular conjugate additions of pyrrole to N-tethered Michael acceptors

Martin G. Banwell; Daniel A.S. Beck; Jason A. Smith

doi:10.1039/b312552a

The influence of chiral auxiliaries and catalysts on the selectivity of intramolecular conjugate additions of pyrrole to N-tethered Michael acceptors

Martin G. Banwell^*
, Daniel A.S. Beck
, Jason A. Smith

^*Corresponding author for this work

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

76 Citations (Scopus)

Abstract

A series of pyrroles incorporating N-tethered acrylates and related groups has been prepared and examined for their capacity to undergo intramolecular Michael addition reactions to form, in a diastereo- or enantio-selective fashion, the corresponding 8-substituted tetrahydroindolizidine or homologues thereof.

Original language	English
Pages (from-to)	157-159
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	2
Issue number	2
DOIs	https://doi.org/10.1039/b312552a
Publication status	Published - 21 Jan 2004

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title = "The influence of chiral auxiliaries and catalysts on the selectivity of intramolecular conjugate additions of pyrrole to N-tethered Michael acceptors",

abstract = "A series of pyrroles incorporating N-tethered acrylates and related groups has been prepared and examined for their capacity to undergo intramolecular Michael addition reactions to form, in a diastereo- or enantio-selective fashion, the corresponding 8-substituted tetrahydroindolizidine or homologues thereof.",

author = "Banwell, \{Martin G.\} and Beck, \{Daniel A.S.\} and Smith, \{Jason A.\}",

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AU - Banwell, Martin G.

AU - Beck, Daniel A.S.

AU - Smith, Jason A.

PY - 2004/1/21

Y1 - 2004/1/21

N2 - A series of pyrroles incorporating N-tethered acrylates and related groups has been prepared and examined for their capacity to undergo intramolecular Michael addition reactions to form, in a diastereo- or enantio-selective fashion, the corresponding 8-substituted tetrahydroindolizidine or homologues thereof.

AB - A series of pyrroles incorporating N-tethered acrylates and related groups has been prepared and examined for their capacity to undergo intramolecular Michael addition reactions to form, in a diastereo- or enantio-selective fashion, the corresponding 8-substituted tetrahydroindolizidine or homologues thereof.

UR - https://www.scopus.com/pages/publications/1642388423

U2 - 10.1039/b312552a

DO - 10.1039/b312552a

M3 - Article

SN - 1477-0520

VL - 2

SP - 157

EP - 159

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 2

ER -

The influence of chiral auxiliaries and catalysts on the selectivity of intramolecular conjugate additions of pyrrole to N-tethered Michael acceptors

Abstract

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