Abstract
The exo selective Diels-Alder reactions, reported as special cases, usually involve catalytic reaction conditions and specific cyclic structural motifs on the diene and/or the dienophile. Here we report a systematic computational investigation on the substituent effect for simple, linear dienes and dienophiles towards exo control in Diels-Alder reactions under thermal conditions. Through detailed characterization of reaction pathways for Diels-Alder cycloadditions between linear dienes and dienophiles with various substituents, we summarize a set of design principles aiming for an optimal and nearly-exclusive exo selectivity. These results shall lead to valuable guidelines and more versatile strategies in organic synthesis that are in accordance with the principles of green chemistry.
Original language | English |
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Pages (from-to) | 7246-7250 |
Number of pages | 5 |
Journal | RSC Advances |
Volume | 9 |
Issue number | 13 |
DOIs | |
Publication status | Published - 2019 |
ASJC Scopus subject areas
- General Chemistry
- General Chemical Engineering