Stereochemi stry

Absolute configurations (chiralities) of phanes — together with those of several other planar chiral structures — have been compiled in the Atlas of Stereochemis-stry 25) (for previous surveys see Refs. 10) and I00)). 

We shall look in more detail at the shapes of molecules—their stereochemi stry—i n Chapter 16. 

H.Y. Aboul-Enein and l.W. Wainer (Eds,). The Impact of Stereochemi.stry on Drug Development and U.se, Wiley. 1997. 

In their electrochemical. studies. Webb ei al. noted that the stereochemi.stry can be influenced by almost every parameter involved in the reaction. i.e.. solvent, electrolyte, electrode, leaving group (Br, 1, HgX), extent of reaction, and substituents at the reaction site (147]. Thus, reductions of l-bromo-l-methyl-2,2-diphenylcyclopropane in DMEi/tetra-n-butylammonium perchlorate give high yields of racemic RH. while similar reactions in acetonitrile and N. A-diniethylforniamidc give 25% retention. The presence or absence of iodide-ion also affects the optical purity of RM. 

Though the. stereochemi.stry of (38) is correct, we shall need cis diene (39) to get the right endo adduct (Chapter 17). This is an unattractive idea and we can avoid it by preliminary disconnection of the side chain of (37) via FGI to carbonyl and FGA to abolish the offending centre (see Chapter 24). 

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