Brandon I Morinaka1, Tadeusz F Molinski. 1. Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0358, United States.
Abstract
The complete stereostructures of xestoproxamines A-C, from the Bahamian sponge Neopetrosia proxima, were assigned from spectroscopic analysis, including MS, 2D NMR, and integrated degradation-CD analysis. Two new CD application protocols are described for defining absolute configuration: one for allylic methyl groups in branched chains and a second for the heterocyclic core bis-piperidine with specific applicability to other members of this class alkaloids--known for their stereoheterogeneity--and tertiary cyclic amines in general.
The complete stereostructures of xestoproxamines A-C, from the Bahamian sponge n class="Species">Neopetrosia proxima, were assigned from spectroscopic analysis, including MS, 2D NMR, and integrated degradation-CD analysis. Two new CD application protocols are described for defining absolute configuration: one for allylic methyl groups in branched chains and a second for the heterocyclic core bis-piperidine with specific applicability to other members of this class alkaloids--known for their stereoheterogeneity--and tertiary cyclic amines in general.
Authors: Dongdong Wang; Wei Jiang; Chang-Kwon Kim; Heidi R Bokesch; Girma M Woldemichael; Berkley E Gryder; John F Shern; Javed Khan; Barry R O'Keefe; John A Beutler; Kirk R Gustafson Journal: Org Lett Date: 2021-04-13 Impact factor: 6.072