Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol

Noelia Araújo; Sarah F. Jenkinson; R. Fernando Martínez; Andreas F.G. Glawar; Mark R. Wormald; Terry D. Butters; Shinpei Nakagawa; Isao Adachi; Atsushi Kato; Akihide Yoshihara; Kazuya Akimitsu; Ken Izumori; George W.J. Fleet

doi:10.1021/ol301844n

Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol

Noelia Araújo, Sarah F. Jenkinson, R. Fernando Martínez, Andreas F.G. Glawar, Mark R. Wormald, Terry D. Butters, Shinpei Nakagawa, Isao Adachi, Atsushi Kato^*, Akihide Yoshihara, Kazuya Akimitsu, Ken Izumori, George W.J. Fleet

^*Corresponding author for this work

Hospital Pharmacy

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

23 Scopus citations

Abstract

Ring closure of a 3,5-di-O-triflate derived from d-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine.

Original language	English
Pages (from-to)	4174-4177
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	16
DOIs	https://doi.org/10.1021/ol301844n
State	Published - 2012/08/17

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol301844n

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Araújo, N., Jenkinson, S. F., Martínez, R. F., Glawar, A. F. G., Wormald, M. R., Butters, T. D., Nakagawa, S., Adachi, I., Kato, A., Yoshihara, A., Akimitsu, K., Izumori, K., & Fleet, G. W. J. (2012). Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol. Organic Letters, 14(16), 4174-4177. https://doi.org/10.1021/ol301844n

@article{58f695318d1d4e6aaa3007cdb27d1d43,

title = "Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol",

abstract = "Ring closure of a 3,5-di-O-triflate derived from d-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine.",

author = "Noelia Ara{\'u}jo and Jenkinson, {Sarah F.} and Mart{\'i}nez, {R. Fernando} and Glawar, {Andreas F.G.} and Wormald, {Mark R.} and Butters, {Terry D.} and Shinpei Nakagawa and Isao Adachi and Atsushi Kato and Akihide Yoshihara and Kazuya Akimitsu and Ken Izumori and Fleet, {George W.J.}",

year = "2012",

month = aug,

day = "17",

doi = "10.1021/ol301844n",

language = "英語",

volume = "14",

pages = "4174--4177",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "16",

}

Araújo, N, Jenkinson, SF, Martínez, RF, Glawar, AFG, Wormald, MR, Butters, TD, Nakagawa, S, Adachi, I, Kato, A, Yoshihara, A, Akimitsu, K, Izumori, K & Fleet, GWJ 2012, 'Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol', Organic Letters, vol. 14, no. 16, pp. 4174-4177. https://doi.org/10.1021/ol301844n

Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol. / Araújo, Noelia; Jenkinson, Sarah F.; Martínez, R. Fernando et al.
In: Organic Letters, Vol. 14, No. 16, 17.08.2012, p. 4174-4177.

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

TY - JOUR

T1 - Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol

AU - Araújo, Noelia

AU - Jenkinson, Sarah F.

AU - Martínez, R. Fernando

AU - Glawar, Andreas F.G.

AU - Wormald, Mark R.

AU - Butters, Terry D.

AU - Nakagawa, Shinpei

AU - Adachi, Isao

AU - Kato, Atsushi

AU - Yoshihara, Akihide

AU - Akimitsu, Kazuya

AU - Izumori, Ken

AU - Fleet, George W.J.

PY - 2012/8/17

Y1 - 2012/8/17

N2 - Ring closure of a 3,5-di-O-triflate derived from d-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine.

AB - Ring closure of a 3,5-di-O-triflate derived from d-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine.

UR - http://www.scopus.com/inward/record.url?scp=84865272848&partnerID=8YFLogxK

U2 - 10.1021/ol301844n

DO - 10.1021/ol301844n

M3 - 学術論文

C2 - 22839435

AN - SCOPUS:84865272848

SN - 1523-7060

VL - 14

SP - 4174

EP - 4177

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Synthesis from d-altrose of (5 R,6 R,7 R,8 S)-5,7-dihydroxy-8- hydroxymethylconidine and 2,4-dideoxy-2,4-imino-d-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-d-mannitol

Abstract

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