A radical approach towards indolizidine 167B

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

The alkaloids (+)- and (-)-indolizidine 167B were synthesized via radical addition of a carbon radical to a chiral acrylamide. Further cyclization in the presence of BBr3, treatment with 'nickel boride' and stereospecific hydrogenation over palladium/carbon in acetic acid were other key steps in this synthesis.

Original languageEnglish
Pages (from-to)455-458
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number3
DOIs
Publication statusPublished - 14 Jan 2002

Fingerprint

Carbon
Hydrogenation
Acrylamide
Cyclization
Palladium
Alkaloids
Acetic Acid
167B indolizidine
nickel boride

Keywords

  • Alkaloids
  • Indolizidines
  • Radicals and radical reactions
  • Stereocontrol

Cite this

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title = "A radical approach towards indolizidine 167B",
abstract = "The alkaloids (+)- and (-)-indolizidine 167B were synthesized via radical addition of a carbon radical to a chiral acrylamide. Further cyclization in the presence of BBr3, treatment with 'nickel boride' and stereospecific hydrogenation over palladium/carbon in acetic acid were other key steps in this synthesis.",
keywords = "Alkaloids, Indolizidines, Radicals and radical reactions, Stereocontrol",
author = "Corvo, {Marta C.} and Pereira, {M. M. A.}",
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A radical approach towards indolizidine 167B. / Corvo, Marta C.; Pereira, M. M. A.

In: Tetrahedron Letters, Vol. 43, No. 3, 14.01.2002, p. 455-458.

Research output: Contribution to journalArticle

TY - JOUR

T1 - A radical approach towards indolizidine 167B

AU - Corvo, Marta C.

AU - Pereira, M. M. A.

N1 - M.C.C. thanks the Fundação para a Ciência e Tecnologia for financial support (grant PRAXIS XXI/BD/16082/98).

PY - 2002/1/14

Y1 - 2002/1/14

N2 - The alkaloids (+)- and (-)-indolizidine 167B were synthesized via radical addition of a carbon radical to a chiral acrylamide. Further cyclization in the presence of BBr3, treatment with 'nickel boride' and stereospecific hydrogenation over palladium/carbon in acetic acid were other key steps in this synthesis.

AB - The alkaloids (+)- and (-)-indolizidine 167B were synthesized via radical addition of a carbon radical to a chiral acrylamide. Further cyclization in the presence of BBr3, treatment with 'nickel boride' and stereospecific hydrogenation over palladium/carbon in acetic acid were other key steps in this synthesis.

KW - Alkaloids

KW - Indolizidines

KW - Radicals and radical reactions

KW - Stereocontrol

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U2 - 10.1016/S0040-4039(01)02189-X

DO - 10.1016/S0040-4039(01)02189-X

M3 - Article

VL - 43

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EP - 458

JO - Tetrahedron Letters

JF - Tetrahedron Letters

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