Problem: A biosynthetic pathway was recently proposed for the polycyclic, cytotoxic compound aspernomine, isolated from the fungus Aspergillus nomius (J. Am. Chem. Soc. 2012, 134, 8078–8081):(c) Is the aromatic ring in an axial or equatorial position?

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A biosynthetic pathway was recently proposed for the polycyclic, cytotoxic compound aspernomine, isolated from the fungus Aspergillus nomius (J. Am. Chem. Soc. 2012, 134, 8078–8081):

(c) Is the aromatic ring in an axial or equatorial position?

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Our tutors have indicated that to solve this problem you will need to apply the Equatorial Preference concept. You can view video lessons to learn Equatorial Preference. Or if you need more Equatorial Preference practice, you can also practice Equatorial Preference practice problems.

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Based on our data, we think this problem is relevant for Professor Tius' class at HAWAII.

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Klein 2nd Edition. You can also practice Organic Chemistry - Klein 2nd Edition practice problems.