Formation of pyrrolidines by the titanocene(II)-promoted intramolecular reaction of N-[3,3-bis(phenylthio)propyl]anilides

Tetrahedron Letters

Volumn 44, Issue 30, 2003, Pages 5571-5574

  Takeda, Takeshi ^a   Saito, Jun ^a   Tsubouchi, Akira ^a  

^a TOKYO UNIVERSITY OF AGRICULTURE AND TECHNOLOGY   (Japan)

Author keywords

Carbonyl olefination; Cyclization; Enamines; Pyrrolidines; Titanocene(II)

Indexed keywords

ACETAL DERIVATIVE; ANILIDE; CARBENOID; ENAMINE; PYRROLIDINE DERIVATIVE; REAGENT; TITANIUM DERIVATIVE; TITANOCENE;

ACYLATION; ARTICLE; CHEMICAL REACTION; DESULFURIZATION; HYDROLYSIS; SYNTHESIS; WITTIG REACTION;

EID: 0037492367     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01385-6     Document Type: Article

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22. 3 (4.0 mmol), and the mixture was stirred for 5 h. After addition of water (0.5 ml), the mixture was stirred for additional 1 h and the reaction was quenched by addition of 1 M NaOH. The usual work-up gaive the crude product, which was purified by silica gel PTLC (hexane:ethyl acetate=9:1) to afford 92 mg of 7a in 82% yield.