Cascade radical reaction of substrates with a carbon–carbon triple bond as a radical acceptor

Author:

Miyabe Hideto,Asada Ryuta,Takemoto Yoshiji

Abstract

The limitation of hydroxamate ester as a chiral Lewis acid coordination moiety was first shown in an intermolecular reaction involving a radical addition and sequential allylation processes. Next, the effect of hydroxamate ester was studied in the cascade addition–cyclization–trapping reaction of substrates with a carbon–carbon triple bond as a radical acceptor. When substrates with a methacryloyl moiety and a carbon–carbon triple bond as two polarity-different radical acceptors were employed, the cascade reaction proceeded effectively. A high level of enantioselectivity was also obtained by a proper combination of chiral Lewis acid and these substrates.

Publisher

Beilstein Institut

Subject

Organic Chemistry

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