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Enantioselective [3 + 2] annulation of ?-substituted allenoates with ?,?-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine.


ABSTRACT: The first enantioselective [3 + 2] annulation of ?-substituted allenoates with ?,?-unsaturated N-sulfonylimines is described. In the presence of a dipeptide phosphine catalyst, a wide range of highly functionalized cyclopentenes bearing an all-carbon quaternary center were obtained in moderate to good yields and with good to excellent enantioselectivities.

SUBMITTER: Ni H 

PROVIDER: S-EPMC4778533 | biostudies-other | 2016

REPOSITORIES: biostudies-other

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Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine.

Ni Huanzhen H   Yao Weijun W   Lu Yixin Y  

Beilstein journal of organic chemistry 20160224


The first enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines is described. In the presence of a dipeptide phosphine catalyst, a wide range of highly functionalized cyclopentenes bearing an all-carbon quaternary center were obtained in moderate to good yields and with good to excellent enantioselectivities. ...[more]

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