TY - JOUR
AU - Takahashi, Takeyoshi
AB - 1808 SHORT COMMUNICATIONS [Vol. 38, No. 10 By Toshio FUKUDA, Takahiko TsuYuKl, Yoshiaki TANAHASHI and Takeyoshi TAKAHASHI (Received August 16, 1965) The structure of friedelin (I) has been estab- 3ƒÀ-Hydroxyfriedelane (III) was, by treatment lished,1) and the presence of a methyl group with nitrosyl chloride in pyridine, converted. at C5 has been demonstrated by degradation almost quantitatively into 3(3-friedelanyl nitrite and by acid-catalyzed rearrangement, as well (IV); m. p. 261-263�Ž, ƒËNujol max 1645 and 1610 cm-1 as by means of biogenetic considerations.1) (nitrite), C30H51O2N. (Found : N, 3.02. However, no direct chemical proof has yet Calcd.: N, 3.06%.) The photolysis of the been furnished for this methyl group. nitrite (IV) in dry benzene by the Barton A recent communication 2) on the structure procedure') using a 100 W. mercury tamp gave of friedelan-y-al, in which the synthesis of 24-oximinofriedelan-3 ƒÀ-ol (V) ; m. p. 249.5- 3ƒÀ, 24-oxidofriedelane (II) is registered, has 251�Ž, ƒËNujol max, 3570 and 3300 cm-1, C30H51O2N. prompted us to report our results in a pre- (Found: N, 3.11. Calcd.: N, 3.06%.) This. liminary form. oxime (V), when treated with chromic trioxide - sulfuric acid, afforded 3,3-hydroxyfriedelan-24 oic lactone (VI), m. p. 287-287.5�Ž, ƒËNujol max 1765 CM-1, 
TI - The Synthesis of 3β-Hydroxyfriedelan-24-oic Lactone
JF - Bulletin of the Chemical Society of Japan
DO - 10.1246/bcsj.38.1808
DA - 2006-03-27
UR - https://www.deepdyve.com/lp/oxford-university-press/the-synthesis-of-3-hydroxyfriedelan-24-oic-lactone-s6BhDCCUtF
SP - 1808
EP - 1808
VL - 38
IS - 10
DP - DeepDyve
ER -