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Silver(I)-Catalyzed Intramolecular Cyclizations of Epoxide-Propargylic Esters to 1,4-Oxazine Derivatives.


ABSTRACT: An interesting silver(I)-catalyzed, one-pot intramolecular cyclization of epoxide-propargylic esters is described. A variety of 1,4-oxazine derivatives were obtained through a novel domino sequence, including three-membered ring-opening, 3,3-sigmatropic rearrangement, 6-exo-cycloisomerization and subsequent intramolecular elimination in moderate yields under mild conditions.

SUBMITTER: Li PH 

PROVIDER: S-EPMC5288764 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature

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Silver(I)-Catalyzed Intramolecular Cyclizations of Epoxide-Propargylic Esters to 1,4-Oxazine Derivatives.

Li Peng-Hua PH   Yang Jin-Ming JM   Wei Yin Y   Shi Min M  

ChemistryOpen 20161213 1


An interesting silver(I)-catalyzed, one-pot intramolecular cyclization of epoxide-propargylic esters is described. A variety of 1,4-oxazine derivatives were obtained through a novel domino sequence, including three-membered ring-opening, 3,3-sigmatropic rearrangement, 6-<i>exo</i>-cycloisomerization and subsequent intramolecular elimination in moderate yields under mild conditions. ...[more]

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