io Robinson, The Conjugation of Partial Valencies 



t-C amp ho lytic acid -> P-Camp holy tic acid (isolauronolic 



acid). 



CH. 



CH -COOH 



\ 



CH 



CMe 



% 



/ 



CMe 



dil H 2 S0 4 



CO OH 



Hi 



CH^ 



/ " H(x) 



CH- 



(yjOH 

 Me 



• Me 

 Me(R ! > 



COOH 

 i 



C 



CH 



2 H 



% 



CMe 



COOH 

 I 



CH 2 i^ 

 I V CMe 



CH 2 oH 



\^/ -Me 



Me 



i-Methyl-i-a-hydroxyethylcyctopentane -> i .2-Dimethyl-A 

 cyclohexene. (H. Meerwein, Annalen, 191 8, 417, 255.) 



CH 



OH 



/ 



2 ^-C'-— Me 

 Me 



CH; 



CH 



CH 2 



CH; 



CH- 



C — CH ? — H (x) 



K /\ 



CH 2 CHMe-OH(y) 



t 



CH 2 



CH, 



CMe 



II 

 CMe 



1 



(ni) 



CH 2 



Ch ? 



CH- 



CH- 



CHo^ 



V-H 



CHp-CH OH 



Me 



-CH 



C=CH 2 ,H 

 CH 2 J h q 



N CH r CHMe 



CI) 



