2-aza-1,3-dienes as novel precursors for the synthesis of N-unsubstituted β-lactams. A three step synthesis of 4-acetoxy-3-phenoxy-2-azeridinone

Gunda I. Georg; Joydeep Kant; Ping He; Ana Maria Ly; Lynn Lampe

doi:10.1016/S0040-4039(00)87894-6

2-aza-1,3-dienes as novel precursors for the synthesis of N-unsubstituted β-lactams. A three step synthesis of 4-acetoxy-3-phenoxy-2-azeridinone

Gunda I. Georg, Joydeep Kant, Ping He, Ana Maria Ly, Lynn Lampe

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

24 Scopus citations

Abstract

2-Aza-1,3-dienes, prepared in excellent yields from aldehydes and readily available allylamine, were utilized to synthesize N-(1-propenyl)-β-lactams. Oxidative cleavage of the N-protecting group produced N-unsubstituted β-lactams. 4-Acetoxy-3-phenoxy-2-azetidinone was synthesized in three steps and 34% overall yield.

Original language	English (US)
Pages (from-to)	2409-2412
Number of pages	4
Journal	Tetrahedron Letters
Volume	29
Issue number	20
DOIs	https://doi.org/10.1016/S0040-4039(00)87894-6
State	Published - 1988
Externally published	Yes

Bibliographical note

Funding Information:
ACkUX#leageoents: Financial assistance fran the National Institutes of The American Heart Association of Kansas (KS-87-G-17) and the Bianedical 5606) at the University of Kansas is acknowledged.

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title = "2-aza-1,3-dienes as novel precursors for the synthesis of N-unsubstituted β-lactams. A three step synthesis of 4-acetoxy-3-phenoxy-2-azeridinone",

abstract = "2-Aza-1,3-dienes, prepared in excellent yields from aldehydes and readily available allylamine, were utilized to synthesize N-(1-propenyl)-β-lactams. Oxidative cleavage of the N-protecting group produced N-unsubstituted β-lactams. 4-Acetoxy-3-phenoxy-2-azetidinone was synthesized in three steps and 34% overall yield.",

author = "Georg, {Gunda I.} and Joydeep Kant and Ping He and Ly, {Ana Maria} and Lynn Lampe",

note = "Funding Information: ACkUX#leageoents: Financial assistance fran the National Institutes of The American Heart Association of Kansas (KS-87-G-17) and the Bianedical 5606) at the University of Kansas is acknowledged.",

year = "1988",

doi = "10.1016/S0040-4039(00)87894-6",

language = "English (US)",

volume = "29",

pages = "2409--2412",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "20",

}

TY - JOUR

T1 - 2-aza-1,3-dienes as novel precursors for the synthesis of N-unsubstituted β-lactams. A three step synthesis of 4-acetoxy-3-phenoxy-2-azeridinone

AU - Georg, Gunda I.

AU - Kant, Joydeep

AU - He, Ping

AU - Ly, Ana Maria

AU - Lampe, Lynn

N1 - Funding Information: ACkUX#leageoents: Financial assistance fran the National Institutes of The American Heart Association of Kansas (KS-87-G-17) and the Bianedical 5606) at the University of Kansas is acknowledged.

PY - 1988

Y1 - 1988

N2 - 2-Aza-1,3-dienes, prepared in excellent yields from aldehydes and readily available allylamine, were utilized to synthesize N-(1-propenyl)-β-lactams. Oxidative cleavage of the N-protecting group produced N-unsubstituted β-lactams. 4-Acetoxy-3-phenoxy-2-azetidinone was synthesized in three steps and 34% overall yield.

AB - 2-Aza-1,3-dienes, prepared in excellent yields from aldehydes and readily available allylamine, were utilized to synthesize N-(1-propenyl)-β-lactams. Oxidative cleavage of the N-protecting group produced N-unsubstituted β-lactams. 4-Acetoxy-3-phenoxy-2-azetidinone was synthesized in three steps and 34% overall yield.

UR - http://www.scopus.com/inward/record.url?scp=0023913709&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0023913709&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)87894-6

DO - 10.1016/S0040-4039(00)87894-6

M3 - Article

AN - SCOPUS:0023913709

SN - 0040-4039

VL - 29

SP - 2409

EP - 2412

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 20

ER -

2-aza-1,3-dienes as novel precursors for the synthesis of N-unsubstituted β-lactams. A three step synthesis of 4-acetoxy-3-phenoxy-2-azeridinone

Abstract

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