612844-05-0Relevant articles and documents
A convenient synthesis of difficult medium-sized cyclic peptides by Staudinger mediated ring-closure
Ha, Khanh,Monbaliu, Jean-Christophe M.,Williams, Byron C.,Pillai, Girinath G.,Ocampo, Charles E.,Zeller, Matthias,Stevens, Christian V.,Katritzky, Alan R.
, p. 8055 - 8058 (2012/11/07)
Novel, efficient and mild preparation of 7- and 8-membered cyclic di- and 10-membered cyclic tripeptides containing α-, β- or γ-amino acid residues is effected by a Staudinger-mediated ring closure. Medium-sized cyclic di- and tripeptides - recognized as
Intramolecular Staudinger ligation: A powerful ring-closure method to form medium-sized lactams
David, Olivier,Meester, Wim J. N.,Bieraeugel, Hans,Schoemaker, Hans E.,Hiemstra, Henk,Van Maarseveen, Jan H.
, p. 4373 - 4375 (2007/10/03)
Efficient access to medium-sized lactams from co-amino acids that are resistant to ring-closure by traditional strategies is enabled by an intramolecular Staudinger ligation approach. An undesired premature Staudinger reaction is avoided by protecting the phosphane-containing auxiliary as a borane complex (see scheme; dabco = 1,4-diazabicyclo[2.2.2]octane).
