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Volumn 47, Issue 8, 2008, Pages 1485-1487

Concise total synthesis of (+)-WIN 64821 and (-)-ditryptophenaline

Author keywords

Alkaloids; Dimerization; Enantioselectivity; Indole; Total synthesis

Indexed keywords

AMINES; AMINO ACIDS; CHEMICAL REACTIONS; METABOLITES; ORGANIC ACIDS; STYRENE;

EID: 39849108265     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200704960     Document Type: Article
Times cited : (153)

References (26)
  • 20
    • 53549094085 scopus 로고    scopus 로고
    • Please see the Supporting Information for details
    • Please see the Supporting Information for details.
  • 21
    • 53549122965 scopus 로고    scopus 로고
    • Under the optimized reaction conditions (-)-11 is readily purified by crystallization, which allows the preparation of (-)-11 on a greater than 20-gram scale with equal efficiency and without the use of flash chromatography.
    • Under the optimized reaction conditions (-)-11 is readily purified by crystallization, which allows the preparation of (-)-11 on a greater than 20-gram scale with equal efficiency and without the use of flash chromatography.
  • 22
    • 53549090110 scopus 로고    scopus 로고
    • This bromination reaction was more selective (12/13, 16:84) in favor of the exo-diastereomer when performed at -40°C. Alternatively, bromination reactions conducted at 40°C led to a slight excess (12/13, 52:48) of the endo diastereomer contaminated with by-products arising from bromination of the aniline ring
    • This bromination reaction was more selective (12/13, 16:84) in favor of the exo-diastereomer when performed at -40°C. Alternatively, bromination reactions conducted at 40°C led to a slight excess (12/13, 52:48) of the endo diastereomer contaminated with by-products arising from bromination of the aniline ring.
  • 23
    • 53549088281 scopus 로고    scopus 로고
    • 2Ph was most effective compared to other sulfonyl derivatives (>5).
    • 2Ph was most effective compared to other sulfonyl derivatives (>5).
  • 26
    • 53549104360 scopus 로고    scopus 로고
    • 2Ph) product, as well as products (ca. 15%) consistent with radical disproportionation.
    • 2Ph) product, as well as products (ca. 15%) consistent with radical disproportionation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.