Palladium catalyzed diastereoselective addition of secondary alcohols to acyloxyazetidinones

Ann Marie Madar; Guy R. Humphrey; Andrew S. Thompson; Thomas R. Verhoeven; Paul J. Reider

doi:10.1016/S0960-894X(01)80962-8

Palladium catalyzed diastereoselective addition of secondary alcohols to acyloxyazetidinones

Ann Marie Madar, Guy R. Humphrey, Andrew S. Thompson, Thomas R. Verhoeven, Paul J. Reider

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

1 Scopus citations

Abstract

Palladium catalyzed addition of lactate esters or phenethyl alcohols to acyloxyazetidinones gives 4-oxy-substituted β-lactams with 6-9:1 diastereoselectivity. The stereochemistry of the major products was established as S*S* by X-ray crystallography.

Original language	English (US)
Pages (from-to)	2393-2396
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	3
Issue number	11
DOIs	https://doi.org/10.1016/S0960-894X(01)80962-8
State	Published - Nov 1993
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(01)80962-8

Cite this

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title = "Palladium catalyzed diastereoselective addition of secondary alcohols to acyloxyazetidinones",

abstract = "Palladium catalyzed addition of lactate esters or phenethyl alcohols to acyloxyazetidinones gives 4-oxy-substituted β-lactams with 6-9:1 diastereoselectivity. The stereochemistry of the major products was established as S*S* by X-ray crystallography.",

author = "Madar, \{Ann Marie\} and Humphrey, \{Guy R.\} and Thompson, \{Andrew S.\} and Verhoeven, \{Thomas R.\} and Reider, \{Paul J.\}",

year = "1993",

month = nov,

doi = "10.1016/S0960-894X(01)80962-8",

language = "English (US)",

volume = "3",

pages = "2393--2396",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "11",

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T1 - Palladium catalyzed diastereoselective addition of secondary alcohols to acyloxyazetidinones

AU - Madar, Ann Marie

AU - Humphrey, Guy R.

AU - Thompson, Andrew S.

AU - Verhoeven, Thomas R.

AU - Reider, Paul J.

PY - 1993/11

Y1 - 1993/11

N2 - Palladium catalyzed addition of lactate esters or phenethyl alcohols to acyloxyazetidinones gives 4-oxy-substituted β-lactams with 6-9:1 diastereoselectivity. The stereochemistry of the major products was established as S*S* by X-ray crystallography.

AB - Palladium catalyzed addition of lactate esters or phenethyl alcohols to acyloxyazetidinones gives 4-oxy-substituted β-lactams with 6-9:1 diastereoselectivity. The stereochemistry of the major products was established as S*S* by X-ray crystallography.

UR - https://www.scopus.com/pages/publications/0027715070

UR - https://www.scopus.com/inward/citedby.url?scp=0027715070&partnerID=8YFLogxK

U2 - 10.1016/S0960-894X(01)80962-8

DO - 10.1016/S0960-894X(01)80962-8

M3 - Article

AN - SCOPUS:0027715070

SN - 0960-894X

VL - 3

SP - 2393

EP - 2396

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 11

ER -

Palladium catalyzed diastereoselective addition of secondary alcohols to acyloxyazetidinones

Abstract

All Science Journal Classification (ASJC) codes

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