dft studies on the stereoselectivity of α-silyloxy diazoalkane cycloadditions
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ID: 147113
2015
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Abstract
The intramolecular [3+2] cycloaddition (32CA) of alkene-tethered α-silyloxydiazoalkanes provides variable stereoselectivity in generating bicyclic pyrazolines where the silyloxy group is either syn or anti to the newly formed pyrazoline ring. To elucidate the origin of the stereoselectivity, density functional theory (DFT) calculations were carried out for the energy of each transition state structure (TSs) and product. Steric effects were identified as the major determining factors in the diastereoselectivity of the 32CA reaction with regards to substrate structure (cyclic or acyclic α-silyloxydiazoalkanes).
| Reference Key |
oconnor2015moleculesdft
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|---|---|
| Authors | ;Matthew J. O’Connor;Huaqing Liu;Daesung Lee;Tao Zhou;Yuanzhi Xia |
| Journal | Journal of ethnopharmacology |
| Year | 2015 |
| DOI |
10.3390/molecules201219783
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| URL | |
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