Stereoconvergent Approach to the Enantioselective Construction of α‐Quaternary Alcohols by Radical Epoxide Allylation

• Published in: Angewandte Chemie International Edition Vol. 63; no. 29; pp. e202405911 - n/a
• Main Authors: Höthker, Sebastian, Plato, Annika, Grimme, Stefan, Qu, Zheng‐Wang, Gansäuer, Andreas
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 15.07.2024; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alcohols; Alkenes; Allyl compounds; allylation; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; convergence; Enantiomers; Epoxidation; Epoxides; Intermediates; Isomerization; Physical Sciences; radicals; Science & Technology; titanium; CATALYSIS; radicals; convergence; titanium; C-H FUNCTIONALIZATION; epoxidation; REDUCTION; STEREOCENTERS; ASYMMETRIC EPOXIDATION; BASIS-SETS; STEREOGENIC CENTERS; BETA-HYDROXY KETONES; allylation; DERIVATIVES; CONJUGATE ADDITION

We describe a highly stereoconvergent radical epoxide allylation towards diastereomerically and enantiomerically enriched α‐quaternary alcohols in two steps from olefins. Our approach combines the stereospecifity and enantioselectivity of the Shi epoxidation with the unprecedented Ti(III)‐promoted i...