ADDITION OF BROMINE GAS TO CRYSTALLINE DIBENZOBARRELENE: AN ENANTIOSELECTIVE CARBOCATION REARRANGEMENT IN THE SOLID STATE

DOI: 10.1016/S0040-4039(00)80331-7

Source and publish data:

Tetrahedron Letters p. 1485 - 1488 (1988)

Update date:2022-08-05

Topics:

Authors:

Garcia-Garibay, Miguel

Scheffer, John R.

Trotter, James

Wireko, Fred

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Article abstract of DOI:10.1016/S0040-4039(00)80331-7

Treatment of chiral crystals of 2,3:5,6-dibenzobicyclo<2,2,2>octa-2,5,7-triene (dibenzobarrelene, 1) with bromine vapor results in the formation of the rearranged product syn-8-bromo-endo-4-bromo2,3:6,7-dibenzobicyclo<3,2,1>octa-2,6-diene (2) in up to 8percent enantiomeric excess.

Full text of DOI:10.1016/S0040-4039(00)80331-7

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Product name:syn-8-bromo-endo-4-bromo-2,3:6,7-dibenzobicyclo<3,2,1>octa-2,6-diene

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