Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/141117
Title: Stereocontrol in the synthesis of cyclic amino acids : a new ligand for directed hydrogenation through hydrogen bonding
Authors: Gandi, Vasudeva Rao
Doan, Bao Nguyen Do
Kasinathan, Sivarajan
Bates, Roderick Wayland
Keywords: Science::Chemistry
Issue Date: 2019
Source: Gandi, V. R., Doan, B. N. D., Kasinathan, S., & Bates, R. W. (2019). Stereocontrol in the synthesis of cyclic amino acids : a new ligand for directed hydrogenation through hydrogen bonding. Organic & Biomolecular Chemistry, 17(10), 2753-2758. doi:10.1039/C9OB00003H
Journal: Organic & Biomolecular Chemistry
Abstract: A system for the directed hydrogenation of nitrogen heterocycles is described in which hydrogen is delivered cis to a hydroxymethyl group by a rhodium catalyst with a simple phosphine ligand. The chemistry is applied to the synthesis of the hygric acid moiety of lincomycin and the pipecolic acid moiety of Argatroban. A series of control experiments indicate that the stereoselectivity is a result of a combination of both coordination and hydrogen bonding.
URI: https://hdl.handle.net/10356/141117
ISSN: 1477-0520
DOI: 10.1039/C9OB00003H
Rights: © 2019 The Royal Society of Chemistry. All rights reserved. This paper was published in Organic & Biomolecular Chemistry and is made available with permission of The Royal Society of Chemistry.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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