Levins Christopher G, Brown Zachary Z, Schafmeister Christian E
Department of Chemistry, University of Pittsburgh, Pennsylvania 15260, USA.
Org Lett. 2006 Jun 22;8(13):2807-10. doi: 10.1021/ol060902q.
[reaction: see text] We introduce all stereoisomers of a bis-amino acid building block derived from trans-4-hydroxy-L-proline. This small library of monomers allows arbitrary stereochemical configuration at any chiral center within our spiro-ladder oligomers. Three tetramer oligomers containing several combinations of the monomers 1-4 were synthesized; we explored the effect of monomer sequence on scaffold conformation by NMR.
[反应:见正文] 我们引入了一种源自反式-4-羟基-L-脯氨酸的双氨基酸结构单元的所有立体异构体。这个小型单体库使我们的螺梯状低聚物内的任何手性中心都能具有任意的立体化学构型。合成了三种包含单体1-4多种组合的四聚体低聚物;我们通过核磁共振研究了单体序列对支架构象的影响。