Asymmetric synthesis of Pachastrissamine (Jaspine B) and its diastereomers via ?3-allylpalladium intermediates

Mikko Passiniemi; Ari M.P. Koskinen

doi:10.1039/C0OB00643B

Asymmetric synthesis of Pachastrissamine (Jaspine B) and its diastereomers via ?3-allylpalladium intermediates

Mikko Passiniemi, Ari M.P. Koskinen

Tutkimustuotos: Lehtiartikkeli › Article › Scientific › vertaisarvioitu

52 Sitaatiot (Scopus)

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Abstrakti

A short route for the synthesis of Pachastrissamine (Jaspine B), an anhydrosphingosine derivative, and all three of its diastereomers is presented. The route consists of only 9 steps from the commercially available Garner’s aldehyde. The furan framework is formed via an h3-allylpalladium intermediate.

Alkuperäiskieli	Englanti
Sivut	1774-1783
Julkaisu	Organic and Biomolecular Chemistry
Vuosikerta	9
Numero	6
DOI - pysyväislinkit	https://doi.org/10.1039/C0OB00643B
Tila	Julkaistu - 2011
OKM-julkaisutyyppi	A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Pääsy asiakirjaan

10.1039/C0OB00643B

Asymmetric synthesis of Pachastrissamine (Jaspine B)Accepted author manuscript, 203 KBLisenssi: Määrittelemätön

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http://dx.doi.org/10.1039/C0OB00643B

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title = "Asymmetric synthesis of Pachastrissamine (Jaspine B) and its diastereomers via ?3-allylpalladium intermediates",

abstract = "A short route for the synthesis of Pachastrissamine (Jaspine B), an anhydrosphingosine derivative, and all three of its diastereomers is presented. The route consists of only 9 steps from the commercially available Garner{\textquoteright}s aldehyde. The furan framework is formed via an h3-allylpalladium intermediate.",

author = "Mikko Passiniemi and Koskinen, {Ari M.P.}",

year = "2011",

doi = "10.1039/C0OB00643B",

language = "English",

volume = "9",

pages = "1774--1783",

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publisher = "Royal Society of Chemistry",

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T1 - Asymmetric synthesis of Pachastrissamine (Jaspine B) and its diastereomers via ?3-allylpalladium intermediates

AU - Passiniemi, Mikko

AU - Koskinen, Ari M.P.

PY - 2011

Y1 - 2011

N2 - A short route for the synthesis of Pachastrissamine (Jaspine B), an anhydrosphingosine derivative, and all three of its diastereomers is presented. The route consists of only 9 steps from the commercially available Garner’s aldehyde. The furan framework is formed via an h3-allylpalladium intermediate.

AB - A short route for the synthesis of Pachastrissamine (Jaspine B), an anhydrosphingosine derivative, and all three of its diastereomers is presented. The route consists of only 9 steps from the commercially available Garner’s aldehyde. The furan framework is formed via an h3-allylpalladium intermediate.

UR - http://dx.doi.org/10.1039/C0OB00643B

U2 - 10.1039/C0OB00643B

DO - 10.1039/C0OB00643B

M3 - Article

SN - 1477-0520

VL - 9

SP - 1774

EP - 1783

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 6

ER -

Asymmetric synthesis of Pachastrissamine (Jaspine B) and its diastereomers via ?3-allylpalladium intermediates

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