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By W. Klyne, John B. Buckingham

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_,. -2. lo"n I. lo"n 1 i H - i - CH ; I I 00Me 1HzOH , ~ H - i - CH ; CZH5 - C- [IOJ H i 3. lo"n deriv. Abs. X-roy [6J CHz=CH-C;-H ! 21 i 12· HO ii i I Br ~ Cl . I I " /H, O ii 'OH HO i ~ . ( ) elotol. Abs. X-roy [9J I 6. ( )lemnocornol. Abs. _. _ ~ ~ ~. & ~o AcO AcO AcO 8. ( ) dlhydrobotrydiol 1. ( ) botrydlol 9. ( ) botyrdlol lactone de"v. ReI. X-ray [21 By co (lactone chromophore ) [tJ "OCO~ COOH I I H-<;-CzH5 , Ph COOH ;x:: l ....

G. Kresze, L. Kloimstein and W. Runge, Annalen, 1976,979. C. D. Maycock and R. J. Stoodley, Chern. , 1976,234. D. G. Neilson, S. Mahmood and K. M. Watson, J. Chern. , Perkin I, 1973,335. C. Chothia and P. Pauling, Nature, 1970,226,541. J. K. Stille and R. W. Fries, J. Arner. Chern. , 1974,96,1514. IS 12 . 5 - bos (i- i£L. yl.. 2 -mefhy Ithllfon . _ . _ . _ . _ . _ . _ r ~ ' - ' - ' - ' - ' - ' -- i-- ' - '- ' - ' - ' - ' - ' - ' - ' - ' - '- ' C2 H , - y - Ph 10 . (S)-(-) 2_ i 7. (SH ) 3,3- (SH+)2-phenylfhilfon (CHz)zCOOH S.

4. , I. 11 CH3 X ! 4 [2] Br2 C(2) [2] carboxyhc aCid C(2) [4] [4J 6. 0] heplan-2-one 10. (R)-( ) 3melhylcyclohex -I-ene n " ' " [3] C(2)~ C(2) [3] 13. (R)-(-) 3,5dlmelhylcyclohex - 2 -en -lone 14. 0 7. (5)-(-)3hydroxycyclohex -1- ene [3] 9. (2R,5RH-)2-bromo5- melhylcyclohexonone 4-melhylcyclohexene HO ..... 0~CH3 3 D \~ Br"f'l 8. (R)- ( ) 2-lsopropyl- C(2) frans - propenylcyclohexene ~[5] (R)-( -) 8-melhylene-5- C(2) MezcDcH o CH 3 4-eplmer (+) C/ ~0~ [7] ~ 5. (35,45)-(+)3-melhyl-4- melhylcyclohexene -4- ",,[2] C( 2 ) [2] ~(2~ CH 3 4.

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