Reactions of 1-acylamino-1-(trimethylsiloxy)alkanes: Versatile precursors to acylimines
1-Acylamino-1-(trimethylsiloxy)alkanes react with carbon and heteroatom nucleophiles to give the corresponding 1-substituted-1-acylaminoalkanes. The 1-acylamino-1-(trimethylsiloxy)alkanes can also give rise to enamides, and by this route the mild antibiotic tuberin, and the isomeric (Z)-tuberin have been prepared. A further example of their reactions is illustrated with the acid-catalysed intramolecular cyclisation onto a carbon-carbon double bond. These transformations show that 1-acylamino-1-(trimethylsiloxy)alkanes are versatile precursors to synthetically useful acylimines.
Johnson, A. Peter,Luke, Richard W. A.,Boa, Andrew N.
p. 895 - 905
(2007/10/03)
Synthesis of tuberine
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Somanathan,Rivero,Aguirre,Ramirez,Hellberg,Bakir
p. 1023 - 1030
(2007/10/03)
Total synthesis of erbstatin analogs
The present invention relates to a new process for the preparation of Erbstatin and Erbstatin analogs, which can be represented by the following formula (I) STR1 wherein R is hydrogen, a lower alkyl or a lower alkanoyl group; n is an integer of 1 to 3; A is --CH=CH-- or --CH2 --CH2 --; R1 is hydrogen or a lower alkyl group, and R2 is a hydrogen or halogen atom.
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(2008/06/13)
BIOSYNTHESIS OF TUBERIN AND XANTHOCILLIN FROM TYROSINE
(2S)-Tyrosine (5) is incorporated stereospecifically into tuberin (1) with retention of the 3-pro-S proton and incomplete retention of the 2-S proton; a parallel pathway to the xanthocillin (4) is apparent with stereospecific retention of the 3-pro-R proton of tyrosine; results of experiments with threo- and erythro-3-hydroxytyrosine in relation to tuberin biosynthesis are reported.
Herbert, Richard B.,Mann, Jonathan
p. 4263 - 4266
(2007/10/02)
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