Palladium‐Catalyzed Asymmetric Aminohydroxylation of 1,3‐Dienes

Publisher： John Wiley & Sons Inc

E-ISSN： 1521-3757|130|9|2396-2400

ISSN： 0044-8249

Source： ANGEWANDTE CHEMIE, Vol.130, Iss.9, 2018-02, pp. : 2396-2400

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Abstract

AbstractA PdII‐catalyzed asymmetric aminohydroxylation of 1,3‐dienes with N‐tosyl‐2‐aminophenols was developed by making use of a chiral pyridinebis(oxazoline) ligand. The highly regioselective reaction provides direct and efficient access to chiral 3,4‐dihydro‐2H‐1,4‐benzoxazines in high yield and enantioselectivity (up to 96:4 e.r.). The reaction employs readily available N‐tosyl‐2‐aminophenols as a unique aminohydroxylation reagent and is complementary to known asymmetric aminohydroxylation methods.

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