A radical approach towards indolizidine 167B

Marta C. Corvo; M. M. A. Pereira

doi:10.1016/S0040-4039(01)02189-X

A radical approach towards indolizidine 167B

Marta C. Corvo, M. M. A. Pereira

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

45 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 language	English
Pages (from-to)	455-458
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	3
DOIs	https://doi.org/10.1016/S0040-4039(01)02189-X
Publication status	Published - 14 Jan 2002

Keywords

Alkaloids
Indolizidines
Radicals and radical reactions
Stereocontrol

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10.1016/S0040-4039(01)02189-XLicence: CC BY-NC-ND

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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.}",

note = "M.C.C. thanks the Funda{\c c}{\~a}o para a Ci{\^e}ncia e Tecnologia for financial support (grant PRAXIS XXI/BD/16082/98).",

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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

UR - http://www.scopus.com/inward/record.url?scp=0037074125&partnerID=8YFLogxK

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

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

M3 - Article

AN - SCOPUS:0037074125

VL - 43

SP - 455

EP - 458

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 3

ER -

A radical approach towards indolizidine 167B

Abstract

Keywords

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