@article{oai:nagasaki-u.repo.nii.ac.jp:00018291, author = {Fukuda, Tsutomu and Akashima, Hiroko and Iwao, Masatomo}, issue = {28}, journal = {Tetrahedron}, month = {Jul}, note = {Directed lithiation of 1-(triisopropylsilyl)gramines 1 with tert-butyllithium followed by reaction with trimethylsilylmethyl azide produced 4-amino-1-(triisopropylsilyl)gramines 7. The N-tert-butoxycarbonyl derivatives 8 were lithiated selectively at C-5 with tert-butyllithium and the lithiated species were reacted with a variety of electrophiles to give 5-functionalized compounds, 9 and 10.A facile method to produce 3,4,5-trisubstituted indoles from readily available gramine derivatives is thereby established., Tetrahedron, 61(28), pp.6886-6891;2005}, pages = {6886--6891}, title = {Synthesis of 3,4,5-trisubstituted indoles via iterative directed lithiation of 1-(triisopropylsilyl)gramines}, volume = {61}, year = {2005} }