Dihydroxylation of 2-vinylaziridine: Efficient synthesis of D-ribo-phytosphingosine

Hyo Jae Yoon; Yong Woo Kim; Baeck Kyoung Lee; Won Koo Lee; Yongeun Kim; Hyun Joon Ha

doi:10.1039/b612740a

Dihydroxylation of 2-vinylaziridine: Efficient synthesis of D-ribo-phytosphingosine

Hyo Jae Yoon, Yong Woo Kim, Baeck Kyoung Lee, Won Koo Lee, Yongeun Kim, Hyun Joon Ha

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

48 Citations (Scopus)

Abstract

An efficient and highly stereoselective synthesis of D-ribo-(2S,3S,4R)- phytosphingosine was accomplished in 62% overall yield starting from commercially available (2S)-hydroxymethylaziridine via osmium-catalyzed asymmetric dihydroxylation as a key step.

Original language	English
Pages (from-to)	79-81
Number of pages	3
Journal	Chemical Communications
Issue number	1
DOIs	https://doi.org/10.1039/b612740a
Publication status	Published - 2007
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/b612740a

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title = "Dihydroxylation of 2-vinylaziridine: Efficient synthesis of D-ribo-phytosphingosine",

abstract = "An efficient and highly stereoselective synthesis of D-ribo-(2S,3S,4R)- phytosphingosine was accomplished in 62% overall yield starting from commercially available (2S)-hydroxymethylaziridine via osmium-catalyzed asymmetric dihydroxylation as a key step.",

author = "Yoon, {Hyo Jae} and Kim, {Yong Woo} and Lee, {Baeck Kyoung} and Lee, {Won Koo} and Yongeun Kim and Ha, {Hyun Joon}",

year = "2007",

doi = "10.1039/b612740a",

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pages = "79--81",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - Dihydroxylation of 2-vinylaziridine

T2 - Efficient synthesis of D-ribo-phytosphingosine

AU - Yoon, Hyo Jae

AU - Kim, Yong Woo

AU - Lee, Baeck Kyoung

AU - Lee, Won Koo

AU - Kim, Yongeun

AU - Ha, Hyun Joon

PY - 2007

Y1 - 2007

N2 - An efficient and highly stereoselective synthesis of D-ribo-(2S,3S,4R)- phytosphingosine was accomplished in 62% overall yield starting from commercially available (2S)-hydroxymethylaziridine via osmium-catalyzed asymmetric dihydroxylation as a key step.

AB - An efficient and highly stereoselective synthesis of D-ribo-(2S,3S,4R)- phytosphingosine was accomplished in 62% overall yield starting from commercially available (2S)-hydroxymethylaziridine via osmium-catalyzed asymmetric dihydroxylation as a key step.

UR - http://www.scopus.com/inward/record.url?scp=33845482892&partnerID=8YFLogxK

U2 - 10.1039/b612740a

DO - 10.1039/b612740a

M3 - Article

C2 - 17279267

AN - SCOPUS:33845482892

SN - 1359-7345

SP - 79

EP - 81

JO - Chemical Communications

JF - Chemical Communications

IS - 1

ER -

Dihydroxylation of 2-vinylaziridine: Efficient synthesis of D-ribo-phytosphingosine

Abstract

ASJC Scopus subject areas

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