2
$\begingroup$

How to determine whether the face of the attached alkene is re or si? If assigning priorities in regard to the left C atom it is re, but for the right C atom it is si. How is it actually determined? enter image description here

$\endgroup$

1 Answer 1

2
$\begingroup$

I’m pretty sure that this depends on the atom attacked. Most attacks on double bond are stepwise to a certain extent. And even when they aren’t, the absolute configuration should be discussed on a per-atom basis.

But if you have a concerted reaction and want to label both: (2si,3re).

$\endgroup$
3
  • $\begingroup$ Is there any other way to label them? If the alkyl chains are too complex, it isn't easy to determine the locants of these C atoms (like 2 and 3 in the given example). $\endgroup$
    – EJC
    Commented Aug 21, 2016 at 15:55
  • $\begingroup$ Not that I know of =C @Marko. $\endgroup$
    – Jan
    Commented Aug 21, 2016 at 15:59
  • $\begingroup$ So it is obligatory to know the name of the compound with all the locants to be able to name the face properly. $\endgroup$
    – EJC
    Commented Aug 21, 2016 at 17:01

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service and acknowledge you have read our privacy policy.

Not the answer you're looking for? Browse other questions tagged or ask your own question.