Fused β-lactams via intramolecular dipolar cycloaddition

K. S.Keshava Murthy; Alfred Hassner

doi:10.1016/s0040-4039(00)95659-4

Fused β-lactams via intramolecular dipolar cycloaddition

K. S.Keshava Murthy, Alfred Hassner

Department of Chemistry

Bar-Ilan University

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

42 Scopus citations

Abstract

Two routes were examined that permit conversion of 4-vinyl-2-azetidinones 7 via intramolecular nitrile oxide-olefin or azide-olefin cycloaddition into tricyclic β-lactams. Stereoselectivity in these cycloadditions as well as further chemoselective transformation of the products were shown to be dependent on the size of the newly formed ring.

Original language	English
Pages (from-to)	97-100
Number of pages	4
Journal	Tetrahedron Letters
Volume	28
Issue number	1
DOIs	https://doi.org/10.1016/s0040-4039(00)95659-4
State	Published - 1987

Bibliographical note

Funding Information:
This research was supported by Grant 00117 from the United States-Israel

Funding

This research was supported by Grant 00117 from the United States-Israel

Funders	Funder number
United States-Israel Binational Science Foundation

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10.1016/s0040-4039(00)95659-4

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title = "Fused β-lactams via intramolecular dipolar cycloaddition",

abstract = "Two routes were examined that permit conversion of 4-vinyl-2-azetidinones 7 via intramolecular nitrile oxide-olefin or azide-olefin cycloaddition into tricyclic β-lactams. Stereoselectivity in these cycloadditions as well as further chemoselective transformation of the products were shown to be dependent on the size of the newly formed ring.",

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AB - Two routes were examined that permit conversion of 4-vinyl-2-azetidinones 7 via intramolecular nitrile oxide-olefin or azide-olefin cycloaddition into tricyclic β-lactams. Stereoselectivity in these cycloadditions as well as further chemoselective transformation of the products were shown to be dependent on the size of the newly formed ring.

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Fused β-lactams via intramolecular dipolar cycloaddition

Abstract

Bibliographical note

Funding

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