Talk:Mod:sdaw6262

1.1 Structures and energies are good. What’s the reason for the kinetic endo-preference?

1.2 Structures and rationale for stereochem are good. Are there any other possible confs for 7?

1.3 Unfortunately you’ve drawn a diastereomer of the molecule in the question…the ring junction protons should be cis to the CMe2, not trans as in your structures. Otherwise they’re OK!

1.4 Structures and energies all look good.

1.5 Structures/energies/frequencies look OK. You haven’t commented on the difference in the frequencies for the two alkenes, or how the HOMO structure correlates to reactivity of the molecule with electrophiles.

Mini-project: Really pleased to see you’ve picked your own example! Well done for spotting the apparent mistake in the lit. 13C data for the alpha anomer. Looks like the correlation’s not bad (although it would have been good if you’d tried to quantify this), except for the cyclopropyl carbons. Did you try doing calcs for any other conformers to see if that changed things? You haven’t discussed the results for the beta-isomer – how did that look? How did the authors tell the alpha- from the beta-isomer in the paper, and could 13C calc vs experimental have distinguished them confidently?

Overall – good effort!