The Journal of Organic Chemistry

Synthesis of (1R)-[1-D]-. alpha.-fenchocamphoronequinone

W Kokke, FA Varkevisser

Index: Kokke,W.C.M.C.; Varkevisser,F.A. Journal of Organic Chemistry, 1974 , vol. 39, # 12 p. 1653 - 1656

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Citation Number: 25

Abstract

The title compound (6b) was prepared from (1R)-[lD]-a-fenchocamphorone (5b), which was obtained from (+)-camphor (1) via ketopinic acid (2). Introduction of deuterium was achieved by LiAlD4 reduction of 1-bromo-a-fenchocamphorone (3), a degradation product of ketopinic acid (2).(1R)-[lD]-cu-Fenchocamphorone-quinone, a diketone whose chirality is due only to deuterium substitution, showed a small but measurable effect in CD of both low-intensity ...