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Importance of steric factors in face-selective cycloadditions: 1,6-annulated cyclohexa-1,3-dienes |
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| Authors: | Saswati Lahiri Somnath Yadav Indrajit Chakraborty Monika Mukherjee |
| Affiliation: | a Department of Organic Chemistry, Indian Association for the Cultivation of Science, Kolkata 700 032, India b Department of Solid State Physics, Indian Association for the Cultivation of Science, Kolkata 700 032, India c Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore 560 012, India |
| Abstract: | Diastereotopically nonequivalent π-facial 1,6-annulated-1,3-cyclohexadienes have been explored as probe molecules to assess the face-selectivities in cycloadditions. Steric factors have been found to be important in controlling the face-selectivities with these dienes. Studies with the hitherto unexplored diene 5 were also consistent with the order C-H > C-C for hyperconjugative stabilization of the transition state. |
| Keywords: | Cycloaddition π-Facial selectivity Annulated cyclohexadienes |
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