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LITHIUM (ALPHA-METHYLBENZYL)ALLYLAMIDE - A DIFFERENTIALLY PROTECTED CHIRAL AMMONIA EQUIVALENT FOR THE ASYMMETRIC-SYNTHESIS OF BETA-AMINO ACIDS AND BETA-LACTAMS

Abstract:
The addition products from the highly stereoselective conjugate additions of lithium (αS)-(α-methylbenzyl)allylamide to α,β-unsaturated tert-butyl esters are efficiently deallylated with tris(triphenylphosphine)rhodium(l) chloride and converted, after transesterification to the methyl esters and cyclisation with methylmagnesium bromide, to the corresponding homochiral N-(α-methylbenzyl)-4-substituted-azetidin-2-ones.
Publication status:
Published

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Publisher copy:
10.1039/c39950001109

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
FENWICK, D More by this author
Journal:
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS
Issue:
11
Pages:
1109-1110
Publication date:
1995-06-07
DOI:
ISSN:
0022-4936
URN:
uuid:5b593266-d6b9-4395-b65e-a192cfb78e9f
Source identifiers:
110850
Local pid:
pubs:110850

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