Oh

49d sxOH

49a'

49b'

FIGURE 14.103 Formation of (-)-iso- (49c), (-)-neoiso- (49d), (+)-neo- (49a'), and (-)-carvomenthol (49b') from (+)- (47) and (-)-carvotanacetone (47') by Pseudomonas ovalis, strain 6-1. (Modified from Noma, Y. et al., 1974a. Agric. Biol. Chem, 38: 1637-1642.)

49a'

Trichoderma S B. subtilis

49a'

49a'

49b'

*OAc

Trichoderma S B. subtilis

49b'

49b'

Not hydroliyzed

Trichoderma S B. subtilis

49b'

.OAc

Trichoderma S B. subtilis

Trichoderma S B. subtilis

49d 49d

Racemic acetates aOH

Trichoderma S B. subtilis

Trichoderma S B. subtilis

49c 49c

49d'

FIGURE 14.104 Microbial resolution of carvomenthols by Trichoderma S and Bacillus. subtilis var. niger. (Modified from Oritani, T. and K. Yamashita, 1973d. Agric. Biol. Chem, 37: 1691-1694.)

14.3.4 Monocyclic Monoterpene Ketone

14.3.4.1.1 Carvone

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