Diastereoselective Synthesis of Rotationally Restricted Chiral Phenylpyridines via Intramolecular Cascade Cyclization of N-Acyliminium Ions Containing α-Amino Acid …

JL Li, HW Zhao, X Qin, J Cui, S Su, HL Li…

Index: Li, Jin-Ling; Zhao, Hong-Wu; Qin, Xiao; Cui, Jin; Su, Shi; Li, Hai-Long; Yue, Yuan-Yuan; Song, Xiu-Qing Synthetic Communications, 2013 , vol. 43, # 23 p. 3175 - 3180

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Abstract

A series of chiral phenylpyridines possessing a fused chiral bridge were synthesized diastereoselectively via cascade cyclizations, where N-acyliminium ions including an enantiopure α-amino acid residue were involved. The absolute configuration of the synthesized phenylpyridines was identified unambiguously by using nuclear Overhauser effect difference and circular dichroism (CD) measurements on the basis of literature methods. ... [Supplementary materials are available for this ...