CROCETIN 

 CH3 CH3 CH3 CH3 



H3C\ II II /m, 



yC — CCH2CH2CH2CHCHgCH2CH2CH2CHCH2CH2CH2C — C\ 



H3C/ I I I I \CH3 



HO OH HO OH 



CH, 



CH, 



CH, 



CH, 



OCCH2CH2CH2CHCH2CH2CH2OH2CHGH2CH2CH2OO 

 6 : 1 i-Dimethylhexadecane-2 : 1 5-dione 



Total synthesis of perhydrocrocetini^^ : 



CHo CH, 



I I 



HOCHoCHCH,CH,CH,CHCH,OH 



CH3 CH3 



HOCH2CHCH2CH2CH2CHCH2OC2H 5 



CH3 CH3 



I I 



BrCH2CHCH2CH2CH2CHCH20C2H5 



CH, 



CH, 



HOOCn 



HOO 



^ 



CHCH2CHCH2CH2CH2CHCH2OC2H5 



CH, 



CH, 



HOOC • CH2CH2CHCH2CH2CH2CHCH2OC2H6 



Electrolysis 



CH3 CH3 CH3 CH3 



II II 



H5C2OCH2CHCH2CH2CH2CHCH2CH2CH2CH2CHCH2CH2CH2CHCH2OC2HS 



CH3 CH3 CH3 CH3 



BrCH2CHCH2CH2CH2CHCH2CH2CH2CH2CHCH2CH2CH2CHCH2Br 



References p. 290-2^4. 



275 



