Determination of the Relative Configuration of β‐Amino Acid Esters Based on Residual Dipolar Couplings. Issue 31 (2nd October 2015)

• Record Type: Journal Article
• Authors: Niklas, Thomas; Steinmetzger, Christian; Liu, Weiping; Zell, Daniel; Stalke, Dietmar; Ackermann, Lutz; John, Michael
• Is Part Of: European journal of organic chemistry. Issue 31(2015)
• Page Start: 6801
• Page End: 6805
• Publication Date: 2015-10-02
• Subjects: NMR spectroscopy -- Residual dipolar couplings -- Configuration determination -- Conformation analysis -- Structural noise; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500941
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Configurational and conformational characterization of two synthetic β‐amino acid esters comprising an indan motif was achieved by residual dipolar couplings. We further observed that the stability of Q factors upon addition of structural noise substantially facilitates the selection of the "correct" structure. The two analyzed compounds differ by a single methyl group, which leads to a remarkable conformational change. Abstract : Two synthetic β‐amino acid esters comprising an indan motif were structurally characterized by residual dipolar couplings. We demonstrate that the stability of Q factors against structural noise substantially facilitates the verification process. The "correct" structures differ by a single methyl group, which leads to a remarkable conformational change.