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Volumn 46, Issue 27, 2005, Pages 4687-4690

4-(Phenylsulfonyl)-4-lithiocyclopentene as a nucleophilic 2-pentene-1,5-dial synthetic equivalent. An aziridine-based synthetic approach to (-)-alstonerine

Author keywords

Alstonerine; Aziridine; Cyclisation; Pictet Spengler; Sulfone

Indexed keywords

2 PENTENE 1,5 DIAL; 4 (PHENYLSULFONYL) 4 LITHIOCYCLOPENTENE; ALKALOID DERIVATIVE; ALKENE DERIVATIVE; ALSTONERINE; AZIRIDINE; CYCLOPENTENE DERIVATIVE; FORMALDEHYDE; MONOMER; N TOSYLAZIRIDINE; SILANE DERIVATIVE; SILYL DIENOL ETHER; TRYPTOPHAN; UNCLASSIFIED DRUG;

EID: 20344363387     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.04.033     Document Type: Article
Times cited : (17)

References (36)
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    • note
    • Aziridine 11 was synthesised in four steps from commercially available (Aldrich Chemical Co.) 1-methyl-l-tryptophan, by sequential methyl esterification, N-tosylation, ester reduction and aziridination (70% overall). Full details are provided in the online Supplementary information
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    • note
    • We tentatively assign the major isomer as having the anti relationship of the cis-diol and the phenylsulfonyl group
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    • note
    • We thank Mr. R. N. Sheppard (Imperial College) for these experiments
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    • note
    • 2 atmosphere to give THF solutions of formaldehyde having concentrations of ca. 2 M, depending on the calculation method
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    • note
    • We thank Dr. A. J. P. White (Imperial College) for the X-ray structure determination. Full details will be reported elsewhere


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.