Synthesis of 1-hydroxyazetidines and their conversion into 1,4-diacetoxy-2-azetidinones

M.L.M. Pennings; D. Kuiper; D.N. Reinhoudt

doi:10.1016/S0040-4039(00)81539-7

Synthesis of 1-hydroxyazetidines and their conversion into 1,4-diacetoxy-2-azetidinones

M.L.M. Pennings, D. Kuiper, D.N. Reinhoudt

University of Twente

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Abstract

1-Hydroxyazetidines (5), prepared by reductive cyclization of O-benzyl-β-tosyloxy omines 1 and subsequent debenzylation, can be oxidized selectively either to four-membered cyclic nitrones (6 and 7) or to 1,4-diacetoxy-2-azetidinones (9).

Original language	English
Pages (from-to)	825-828
Journal	Tetrahedron letters
Volume	24
Issue number	8
DOIs	https://doi.org/10.1016/S0040-4039(00)81539-7
Publication status	Published - 1983

Keywords

IR-69224

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10.1016/S0040-4039(00)81539-7

Pennings83synthesisFinal published version, 251 KB

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title = "Synthesis of 1-hydroxyazetidines and their conversion into 1,4-diacetoxy-2-azetidinones",

abstract = "1-Hydroxyazetidines (5), prepared by reductive cyclization of O-benzyl-β-tosyloxy omines 1 and subsequent debenzylation, can be oxidized selectively either to four-membered cyclic nitrones (6 and 7) or to 1,4-diacetoxy-2-azetidinones (9).",

keywords = "IR-69224",

author = "M.L.M. Pennings and D. Kuiper and D.N. Reinhoudt",

year = "1983",

doi = "10.1016/S0040-4039(00)81539-7",

language = "English",

volume = "24",

pages = "825--828",

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issn = "0040-4039",

publisher = "Elsevier",

number = "8",

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T1 - Synthesis of 1-hydroxyazetidines and their conversion into 1,4-diacetoxy-2-azetidinones

AU - Pennings, M.L.M.

AU - Kuiper, D.

AU - Reinhoudt, D.N.

PY - 1983

Y1 - 1983

N2 - 1-Hydroxyazetidines (5), prepared by reductive cyclization of O-benzyl-β-tosyloxy omines 1 and subsequent debenzylation, can be oxidized selectively either to four-membered cyclic nitrones (6 and 7) or to 1,4-diacetoxy-2-azetidinones (9).

AB - 1-Hydroxyazetidines (5), prepared by reductive cyclization of O-benzyl-β-tosyloxy omines 1 and subsequent debenzylation, can be oxidized selectively either to four-membered cyclic nitrones (6 and 7) or to 1,4-diacetoxy-2-azetidinones (9).

KW - IR-69224

U2 - 10.1016/S0040-4039(00)81539-7

DO - 10.1016/S0040-4039(00)81539-7

M3 - Article

VL - 24

SP - 825

EP - 828

JO - Tetrahedron letters

JF - Tetrahedron letters

SN - 0040-4039

IS - 8

ER -

Synthesis of 1-hydroxyazetidines and their conversion into 1,4-diacetoxy-2-azetidinones

Abstract

Keywords

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