873442-03-6Relevant articles and documents
Metal carbene N-H insertion of chiral α, α′-dialkyl α-diazoketones. A novel and concise method for the stereocontrolled synthesis of fully substituted azetidines
Burtoloso, Antonio Carlos B.,Correia, Carlos Roque D.
, p. 3355 - 3358 (2004)
The syntheses of all cis substituted azetidines were accomplished in few steps from L-serine in modest to high yields. The key step was based on a rhodium or copper carbenoid N-H insertion of α,α′- dialkyl-α-diazoketones to furnish cis-2,4-dial
Synthesis and hetero-Diels-Alder reactions of enantiomerically pure dihydro-1: H -azepines
Craig, Donald,Spreadbury, Samuel R. J.,White, Andrew J. P.
supporting information, p. 9803 - 9806 (2020/09/16)
Thermolysis of enantiomerically pure 3-substituted 7,7-dihalo-2-azabicyclo[4.1.0]heptanes in the presence of K2CO3 gives in good yields 2-alkyl-6-halo-1-tosyl-2,3-dihydro-1H-azepines. These undergo highly stereoselective [4+2] cycloaddition reactions with heterodienophiles and arylation/alkenylation under Suzuki conditions.
Asymmetric synthesis of cis-2,4-disubstituted azetidin-3-ones from metal carbene chemistry
Burtoloso, Antonio Carlos B.,Correia, Carlos Roque D.
, p. 5636 - 5646 (2007/10/03)
Several chiral cis-2,4-disubstituted azetidin-3-ones were prepared as single diastereoisomers from N-protected amino acids, employing a highly stereoselective copper carbenoid N-H insertion reaction of diazoketones. These azetidin-3-ones were then convert
