Stereochemistry of the Copper-Salt-Catalyzed Reaction of t-Butyl

&BUTYL P E R B E N Z O A T E WITH BICYCLO [3.2.1]0~~ENE-2

sept. 20, 1964 [CONTIUBU~ON FROM

THE

3753

DEPARTMENT OF CHEMISTRY, UNIVERSITY OF WISCONSIN, MADISON. WIs.1

Stereochemistry of the Copper-Salt-Catalyzed Reaction of &ButylPerbenzoate with Opticidly Active Bicyclo[3.2.l)octene-2 BY HARLAN L. GOERINGAND

U w MAYER

RECEIVED APRIL 13,1964 The cuprous bromide catalyzed reaction of I-butyl perbenzoate and bicyclo[3.2.l]octene-2 ( I ) results in the formation of em(axial)-bicyclo[3.2.1]oct-3en-2-ylbenzoate (IIIa) which contains 99.1% ero (quasi-axial)-bicyclo[3.2.1]-oct-3-en-2-o1 ( I I I d ) and