An improved synthesis of (S)-(+)- and (R)-(-)-[2.2]paracyclophane-4- carboxylic acid

Tetrahedron Asymmetry

Volumn 9, Issue 4, 1998, Pages 653-656

  Rozenberg, Valeria ^a   Dubrovina, Natalia ^a   Sergeeva, Elena ^a   Antonov, Dmitri ^a   Belokon', Yuri ^a  

^a A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

PARACYCLOPHANE 4 CARBOXYLIC ACID; PARACYCLOPHANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; CRYSTALLIZATION; OPTICAL ROTATION; PRIORITY JOURNAL; RACEMIC MIXTURE; STEREOCHEMISTRY; SYNTHESIS; TECHNIQUE;

EID: 0032570499     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00015-9     Document Type: Article

References (13)

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9. Cram, D. J.; Day A. C. J. Org. Chem., 1966, 31, 1227; Otsubo, T.; Horita, H.; Kozumi, J.; Misumi, S. Bull. Chem. Soc. Jpn, 1980, 53, 1677.
10. Recently we have reported the synthesis of [2.2]paracyclophane-pseudo-ortho-dicarboxylic acid using the same approach: Antonov D. Yu.; Sergeeva, E. V.; Vorontsov, E. V.; Rozenberg, V. I. Russ. Chem. Bull, 1997, N 11, 1897.
11. Several carboxylic acids were efficiently resolved via diastereomeric salts with α-(p-nitrophenyl)ethylamine: Perry, C. W.; Brossi, A; Deitcher, K. H. Synthesis, 1977, 493.
12. 2.
13. Terent'ev, A. P.; Potapov, V. M. Zh. Org. Khim, 1957, 1176.