The Journal of Organic Chemistry

Structural Features Facilitating the Photodecarbonylation of Cyclic Ketˇones1, 2

JE Starr, RH Eastman

Index: Starr,J.E.; Eastman,R.H. Journal of Organic Chemistry, 1966 , vol. 31, p. 1393 - 1402

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Citation Number: 58

Abstract

XXIV was employed to prepare Zindanone (IX) from indene (VIII). Reduction of 2-indanone with lithium and n-propylamine14 gave only a 9% yield of the unsaturated alcohol XI1 accompanied by a large amount of tarry by-product, but when ketone IX was first reduced to 2-indanol (XI) using lithium aluminum hydride, the latter could be reduced with lithium and n- propylamine to give an 85% yield of 4, 5, 6, 7-tetrahydro-2-indanol (XII).