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090			_aB-17462
245	1	0	_aStructure of Tomatillidine
490	0		_vJournal of Organic Chemistry, 30(3), p.754-760, 1965
520	3		_aTomatillidine (I)subjected to Wolff-Kishner reduction gave deoxotomatillidine (VII), which afforded dihydrodeoxotomatillidine (VIII)by catalytic hydrogenation. VIII was converted into 0,N-diacetyl-A22 dihydrodeoxotomatillidine, (X)by treatment with acetic anhydride, then into 3/3-acetoxy-26-acetylaminocholestan-22-one (XII), by acid hydrolysis. The latter (XII)yielded 3/3-acetoxybisnorallocholanic acid (XIV)by chromic acid oxidation. Selenium dehydrogenation of deoxotomatillidine (VII)afforded a 2,5-disubstituted pyridine derivative which aided in the elucidation of the structure of the basic moiety of the molecule. Mass spectral patterns of hexahydrotomatillidine (III), tetrahydrodeoxotomatillidine (XV), deoxotomatillidine (VII), tomatillidine (I), its O-acetyl derivative (la), and dihydrotomatillidine (II)and spectral data (ultraviolet, infrared, and n.m.r.)of O,N diacetyltomatillidine (VI)showed the location of the carbonyl group.
650	1	4	_aTOMATILLIDINE
700	1	2	_aBianchi, Ennio
700	1	2	_aDjerassi, Carl
700	1	2	_aBudzikiewicz, Herbert
700	1	2	_aSato, Yoshio
856	4	0	_uhttps://drive.google.com/file/d/1eoe1p-RTYvQ7AlQPzMZX6z3TZkfIfGG_/view?usp=drivesdk _zPara ver el documento ingresa a Google con tu cuenta: @cicy.edu.mx
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