Sulfoxonium Ylides in Aminocatalysis: An Enantioselective Entry to Cyclopropane-Fused Chromanol Structures
Autor: | Giorgiana Denisa Bisag, Pietro Pecchini, Michele Mancinelli, Mariafrancesca Fochi, Luca Bernardi |
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Přispěvatelé: | Bisag, Giorgiana Denisa, Pecchini, Pietro, Mancinelli, Michele, Fochi, Mariafrancesca, Bernardi, Luca |
Rok vydání: | 2022 |
Předmět: | |
Zdroj: | Organic Letters. 24:5468-5473 |
ISSN: | 1523-7052 1523-7060 |
Popis: | The 1,1a,2,7b-tetrahydrocyclopropa[c]chromene, aris-ing from fusion of chromane and cyclopropane rings is the core of medicinally relevant compounds. Engaging sulfoxonium ylides in enantioselective aminocatalytic reactions for the first time, a convenient entry to this scaffold is presented. Several ring-fused derivatives were obtained in moderate-to-good yields and enantiose-lectivities and with perfect diastereoselectivity at the cyclopropane, using an alpha,alpha-diphenylprolinol aminocatalyst. The versatility of the hemiacetal moiety in the products was leveraged to effect various synthetic manipulations. |
Databáze: | OpenAIRE |
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