Key intermediates in cyclotriveratrylene chemistry: A new route to the enantiomers of C3-cyclotriphenolene and cryptophane-C

Chirality

Volumn 9, Issue 5-6, 1997, Pages 446-453

  Costante, Jeanne ^a   Garcia, Chantal ^a   Collet, André ^a,b  

^a Laboratoire de Chimie Organique   (France)

^b UNIVERSITÉ DE LYON   (France)

Author keywords

Circular dichroism; Cryptophane; Cyclotriphenolene; Cyclotriveratrylene; Diastereoisomers; Ena ntiomers; Exciton chirality; Resolution; Thiovanillin

Indexed keywords

CINCHONIDINE; CRYPTOPHANE C; CYCLOTRIPHENOLENE; CYCLOTRIVERATRYL DERIVATIVE; CYCLOTRIVERATRYLENE; FORMIC ACID; THIOVANILLIN; UNCLASSIFIED DRUG; VERATRYL ALCOHOL;

ARTICLE; CHEMICAL REACTION; CHIRALITY; CIRCULAR DICHROISM; CRYSTALLIZATION; DEMETHYLATION; DESULFURIZATION; DIASTEREOISOMER; ENANTIOMER; PRIORITY JOURNAL;

EID: 0030930281     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1520-636X(1997)9:5/6<446::AID-CHIR9>3.0.CO;2-3     Document Type: Article

References (23)

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23. As suggested by a referee, an alternative route to (+) or (-)-9 is the reaction of thiovanillin with (-) or (+)-2-bromopropionic acid; this method was not used in this work because the resolution of (±)-9 was easy, despite its modest yield.