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http://hdl.handle.net/2445/196206
Title: | Protected syn-aldol compounds from direct, catalytic, and enantioselective reactions of N-acyl-1,3-oxazinane-2-thiones with aromatic acetals |
Author: | Mellado Hidalgo, Miguel Romero Cavagnaro, Elias A. Nageswaran, Sajanthanaa Puddu, Sabrina Kennington, Stuart C. D. Costa i Arnau, Anna M. Romea, Pedro Urpí Tubella, Fèlix Aullón López, Gabriel Font Bardia, Ma. Mercedes |
Keywords: | Aldehids Estructura molecular Aldehydes Molecular structure |
Issue Date: | 26-Jan-2023 |
Publisher: | American Chemical Society |
Abstract: | A direct and asymmetric syn-aldol reaction of N-acyl-1,3-oxazinane-2-thiones with dialkyl acetals from aromatic acetals in the presence of 2-5 mol % [DTBM-SEGPHOS]NiCl2, TMSOTf, and lutidine has been developed. It has been established that the oxazinanethione heterocycle, used for the first time as a scaffold in asymmetric carbon-carbon bond-forming reactions, can be smoothly removed to give access to a variety of enantiomerically pure compounds with high synthetic value. |
Note: | Versió postprint del document publicat a: https://doi.org/10.1021/acs.orglett.2c04254 |
It is part of: | Organic Letters, 2023, vol. 23, num. 4, p. 659-664 |
URI: | http://hdl.handle.net/2445/196206 |
Related resource: | https://doi.org/10.1021/acs.orglett.2c04254 |
ISSN: | 1523-7060 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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729383.pdf | 1.56 MB | Adobe PDF | View/Open |
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