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Bio/. , 1941, 140, 255 . A. Fredga, Arkiv Kemi, 194 7, 24A, no. 32 . K. Mislow and I. V. Steinberg,J. Amer. Chem. Soc. , 1955 , 77,3807. B. Sjöberg,Arkiv Kemi, 1958, 12, 565 . T. Ashida, Y. Sasadaand M. Kakudo,Bul/. Chem. Soc. Japan, 1967, 40,476 . W. D. Celmer,J. Amer. Chem Soc. , 1965,87, 1797. 5 COOH I H- ' I C- CH 3 I ' 0 '' I 11 3 C - ~ - H I I CH2 CH2 Pr. J COOH I ( R)- (- I 3- methylcyclopentadeconone (muscone I : I D M~ y -H HO- C - H I I COO H II. ( R l- (-I 2- ethylgluto ro c OCid A36 I I [a]DII[4] d1methylheptaned101C 1 OCid Y26 I Cz H5 (~H 2 1 2 COOH ~[g ) yH 3 I I 8.
P. D. Bartlett and C. H. Stauffer, J. Amer. Chem. , 1935,57,2580. C. Djerassi and L. E. Geller,J. Amer. Chem. , 1959,81,2789. (5H+I 2ethylpentan -1-ol ~HzOH ! C2 H5 C(21 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. / H-~-CHMe 2 CH 3 c ~ I C(21 ~Ho : CH 20H CzHs I. ; H I I CH2 COOH ~ H- C'\. f . C_;_H :. _! . ·j ' CH2 CO 4. IRJ-1 + )3- ( 2 - eth yl - ( o\ HO - HO- C- COOH I l HOCo - I" C- I 9 . ( 15, 25)-( -)1, 2 lto. ;:;3_ c;- - oH [S] Q H ,, . / C(2) O N I tH2Q -oH II. ( J f ukrr c oc rd ~x ~OHJ I 12. (5 )-(-)3 I amrn opyrrolid1ne - 3 - ( +J prscrd rc acrd ( x~ H J carboxylrc ac1d (cucurbol one ) _ _ - · - ·- _ ~s_!
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