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Abstract 6,6,6‐2H3‐3Z‐Hexenal (3b) has been prepared in 89% yield and in greater than 94% purity by the oxidation of 6,6,6‐2H3‐3Z‐Hexen‐1‐ol (2b) with the Dess/Martin periodinane (1) in fluorotrichloromethane (freon 11). Use of the freon solvent greatly improved the recovery of this volatile aldehyde. Similarly the oxidation of 3,4‐2H2‐3Z‐hexen‐1‐ol (5) yielded 3,4‐2H2‐3Z‐hexenal (6) in a 92% isolated yield with a purity of greater than 99%. 3,4‐2H2‐3Z‐Hexen‐1‐ol (5) was prepared in 87% by the catalytic deuterogenation of 3‐hexyn‐1‐o1 (4) in an improved synthetic procedure.
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Fielder et al. (1995) studied this question.
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