MANGANESE(III)-PROMOTED OXIDATIVE FREE-RADICAL CYCLIZATIONS OF β-KETO IMIDES: ASYMMETRIC INDUCTION WITH OPPOLZER'S CHIRAL SULTAM

DOI: 10.1016/S0040-4039(00)79045-9

Source and publish data:

Tetrahedron Letters p. 2637 - 2640 (1992)

Update date:2022-08-11

Topics:

Authors:

Zoretic, Phillip A.

Weng, Xiaoyu

Biggers, Christopher K.

Biggers, Michael S.

Caspar, Myron L.

Davis, Donald G.

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Article abstract of DOI:10.1016/S0040-4039(00)79045-9

Oxidative free-radical cyclization of the unsaturated β-keto imide 3 containing Oppolzer's D-camphor sultam as a chiral auxiliary was studied.Intramolecularly promoted oxidative free-radical cyclization of 3 with Mn(III) in the presence of Cu(II) produced the stereoisomeric cis-hydrindanones 4 and 5 in a 3:1 ratio at 25 deg C.

Full text of DOI:10.1016/S0040-4039(00)79045-9

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