Synthese und Konfiguration einiger Spiro [indan-2,2′-pyrrolidin]- und Spiro [pyrrolidin-2,2′-tetralin]-Derivate,
✍ Scribed by André P. Stoll; Trevor James Petcher; Hans Peter Weber
- Book ID
- 102251921
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 465 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Synthesis and configuration of some spiro [indan‐2,2′‐pyrrolidine] and spiro [pyrrolidine‐2,2′‐tetraline] derivatives
Catalytic hydrogenation of the nitrosoindan and nitrosotetralin derivatives 8 yielded trans‐1‐hydroxy‐spiro [indan‐2,2′‐pyrrolidin]‐5′‐one (9) and trans‐1′‐hydroxy‐spiro [pyrrolidine‐2,2′‐tetralin]‐5‐one (10) respectively, whilst the corresponding cis compounds 12 and 15 were prepared via the chlorides 11 and 14.
The configurations of 10 and 13 were determined by X‐Ray analysis.
📜 SIMILAR VOLUMES
## Abstract Spiro[1,3‐benzodioxole‐2,3′‐pyrrolidine] was synthesized in several steps from ethyl 2‐ethoxycarbonyl‐1, 3‐benzodioxole‐2‐acetate, prepared by condensation of pyrocatechol with either diethyl __meso__‐dibromosuccinate, diethyl acetylenedicarboxylate or diethyl bromo maleate. The structu
In the title compound, C 30 H 21 NO 3 , the pyrrolidine ring adopts a twist conformation. The dihedral angle between the indan moiety and the phenyl ring is 75.4 (1) . The structure is stabilized by intramolecular CÐHÁ Á ÁO interactions.
In the title compound, C 26 H 27 NO 3 , the pyrrolidine ring adopts an envelope conformation. The indanedione group is planar, the dihedral angle between the fused five-and six-membered rings of this group being 1.1 (2) . There are intramolecular C-HÁ Á ÁO and C-HÁ Á Á interactions.