✍ Scribed by Rima Huston; Max Rey; André S. Dreiding
No coin nor oath required. For personal study only.
Several oxidative, reductive and C,C‐cleavage reactions were performed starting from the three bicyclo[4.2.1]nona‐3,7‐diene‐2‐one derivatives 1, 5 and 18. The oxidations were selective and led to the diols 2,8 and 9, and the epoxides 6,9, and 20. The reductions were selective only in the case of 20 21; otherwise they led to mixtures of the alcohols 10 and 11, and of the dienes 14 and 15. The periodate ring cleavages afforded the functionalized cycloheptane derivatives 3, 12, 13 and 16. Configurational assignments were made on the basis of detailed ^1^H‐NMR and X‐ray analysis of 20.
📜 SIMILAR VOLUMES
Eingegangen am IS. Oktober 1968 Die epimeren 6-Athoxycarbonyl-bicyclo[3.2.2]nonene-(8) (1 a und 2a) werden dargestellt ; ihre Konfiguralion wird zugeordnet durch Curtius-Abbau zu exo-bzw. endo-6-Aminobicyclo[3.2.2]nonen-(8) (Ic und 2c) und durch die Synthesen von Bicyclo[3.2.2]nonen-(6) (4) bzw. Bic
the latter are only weakly basic owing to the electron attraction of the triple bond. The quaternary N-alkynylammonium salt which is presumably initially formed from triethylene diainine and phenylchloroacetylene can condense in a subsequent reaction with a further mole of tertiary amine [61 to form
## Abstract A series of __cis__‐α,γ‐difunctionalized five‐membered cyclic β‐oxo esters have been chemo‐, regio‐ and diastereoselectively prepared through an efficient domino anionic ring‐cleavage/ring‐reconstitution/alkylation sequence including a 1,3‐shift of the ester group. These unsaturated sub