ChemInform Abstract: KINETICS AND MECHANISM OF THE DIELS‐ALDER REACTION OF HEXACHLOROCYCLOPENTADIENE WITH CYCLIC DIENOPHILES. XVI. SYNTHESIS OF N‐ARYLIMIDES OF ENDO‐ AND EXO‐BICYCLO(2.2.1)HEPT‐5‐ENE‐2,3‐DICARBOXYLIC ACID AND THEIR ADDUCTS WITH HEXACHLOROCYCLOPENTADIENE

Abstract

Die1s‐Alder‐Reaktionen von (II) bzw. (V) (1H‐NMR‐Spektren) mit Hexachlorcyclopentadien liefern die Addukte (III) und (VI) (Kinetik).

4-(3,4-Dichlorophenyl)-9-(4-methylphenylsulfonyl)-4,9-diazatetracyclo[5.3.1.02,6.08,10]undecane-3,5-dione and 4-(4-chlorophenyl)-9-(4-methylphenylsulfonyl)-4,9-diazatetracyclo[5.3.1.02,6.08,10]undecane-3,5-dione

“…The two isomers were isolated by column chromatography (silica gel, di-chloromethane±hexane, 1:4). For the preparation of the endo±endo compound, (II), p-tolylsulfonyl azide (2.92 g, 14.8 mmol) was added to 4-(4-chlorophenyl)-4-azatricyclo[5.2.1.0 2,6 -endo]dec-8-ene-3,5-dione (2.00 g, 7.31 mmol) in acetonitrile (20 ml), prepared as described by Salakhov et al (1979) and Chenier et al (1992). The reaction was re¯uxed for 18 h and the solvent was evaporated in vacuo.…”

Synthesis of Enantiomerically Pure Ferrocenes from Glycofuranosyl‐cyclopentadienes, synthetic equivalents of (alkoxyalkyl)fulvenes

“…The structure of 'endo'-adducts was evidenced by the J(1',2') and J(6',7') values of 3-4.6 Hz (cf. and the absence of long-range couplings between the more deshielded H-C(10) and H-C(2')/H-C(6) I491 [52]. The absolute configuration of the Diels-Alder adducts derived from 6a, 7a, and 7b was not determined.…”