Stereospecific ring expansion of β-lactams to γ-lactams with trimethylsilyldiazomethane

Deok Chan Ha; Seogshin Kang; Coo Min Chung; Hyun Kyung Lim

doi:10.1016/S0040-4039(98)01640-2

Stereospecific ring expansion of β-lactams to γ-lactams with trimethylsilyldiazomethane

Deok Chan Ha, Seogshin Kang, Coo Min Chung, Hyun Kyung Lim

College of Science

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

19 Citations (Scopus)

Abstract

Ring opening of N-carboxylated β-lactams with trimethylsilyldiazomethane anion followed by photolytic Wolff rearrangement provided γ-lactams in a stereospecific manner.

Original language	English
Pages (from-to)	7541-7544
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	41
DOIs	https://doi.org/10.1016/S0040-4039(98)01640-2
Publication status	Published - 1998 Oct 8

Keywords

Azetidinones
Pyrrolidinones
Rearrangements
Ring-transformations

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Stereospecific ring expansion of β-lactams to γ-lactams with trimethylsilyldiazomethane",

abstract = "Ring opening of N-carboxylated β-lactams with trimethylsilyldiazomethane anion followed by photolytic Wolff rearrangement provided γ-lactams in a stereospecific manner.",

keywords = "Azetidinones, Pyrrolidinones, Rearrangements, Ring-transformations",

author = "Ha, {Deok Chan} and Seogshin Kang and Chung, {Coo Min} and Lim, {Hyun Kyung}",

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AU - Ha, Deok Chan

AU - Kang, Seogshin

AU - Chung, Coo Min

AU - Lim, Hyun Kyung

PY - 1998/10/8

Y1 - 1998/10/8

N2 - Ring opening of N-carboxylated β-lactams with trimethylsilyldiazomethane anion followed by photolytic Wolff rearrangement provided γ-lactams in a stereospecific manner.

AB - Ring opening of N-carboxylated β-lactams with trimethylsilyldiazomethane anion followed by photolytic Wolff rearrangement provided γ-lactams in a stereospecific manner.

KW - Azetidinones

KW - Pyrrolidinones

KW - Rearrangements

KW - Ring-transformations

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