2009/12/2 Craig A. James <[email protected]>:
> Noel O'Boyle wrote:
>>
>> Uncle Al claims no possible SMILES for his chiralanes:
>>
>> http://www.coronene.com/blog/?p=1128#comment-8794
>>
>> Perhaps a worthy challenge for our new stereocode....
>
> I'm not sure what the challenge is.  The molecule plainly has a distinct
> mirror image.  Ignoring hydrogens, there are four symmetry classes before
> you even take stereochemistry into account.  If we number the symmetry
> classes 1 (starting in the center) through 4 (the farthest carbons from the
> center), then it's easy to see that for class 3, there are left- and
> right-handed connections.  That difference would propagate to class 2, and
> to class 1.
>
> Why does Uncle Al say it "can't be stereolabeled even in principle"?  Am I
> overlooking something?
>
> This is the same idea as a number of other situations we've seen, where the
> stereo labelings of one atom are only distinguished by the stereo labels of
> other atoms.  It's tricky, but not impossible.
>
> (And who is "Uncle Al"? in real life?)

The name is at the top of http://www.mazepath.com/uncleal/chiralan.htm

> Craig
>
>

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