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Origin of π-Facial Stereoselectivity in Thiophene 1-Oxide Cycloadditions

We report a DFT computational study (M06–2X) of π-facial selectivity in the Diels—Alder reactions of thiophene 1-oxide. The preference for the syn cycloaddition arises because the ground state geometry of thiophene 1-oxide is predistorted into an envelope conformation that resembles the syn transiti...

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Gorde:
Xehetasun bibliografikoak
Argitaratua izan da:J Org Chem
Egile Nagusiak: Levandowski, Brian J., Herath, Dinushka, Gallup, Nathan M., Houk, K N
Formatua: Artigo
Hizkuntza:Inglês
Argitaratua: 2018
Gaiak:
Sarrera elektronikoa:https://ncbi.nlm.nih.gov/pmc/articles/PMC6314815/
https://ncbi.nlm.nih.gov/pubmed/29360357
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/acs.joc.7b03016
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