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Volumn 25, Issue 5, 1984, Pages 565-568

Acyclic stereocontrol via asymmetric [2,3]-Wittig rearrangement with high enantio- and erythro-selectivity and its use in the chiral synthesis of insect pheromones

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Indexed keywords


EID: 0000558436     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)99939-8     Document Type: Article
Times cited : (54)

References (27)
  • 11
    • 0009426033 scopus 로고
    • Enhancement of erythro-selectivity in the (2,3)-Wittig rearrangement of crotyl propargyl ether system and its use in the stereocontrolled formal synthesis of (.+-.)-oudemansin.
    • (1983) Chemistry Letters , pp. 1379
    • Mikami1    Azuma2    Nakai3
  • 20
    • 0010997472 scopus 로고
    • Optically active di(perfluoro-2-propoxypropionyl)methane: a novel legand for NMR shift reagent.
    • 2 as the chiral shift reagent which was kindly provided by Professor N. Ishikawa of this Institute:
    • (1982) Chemistry Letters , pp. 153
    • Kawa1    Yamaguchi2    Ishikawa3
  • 21
    • 84918389055 scopus 로고    scopus 로고
    • R 19.4 min (erythro) and 21.8 min (threo).
  • 22
    • 84918389054 scopus 로고    scopus 로고
    • The physical properties (bp, IR and NMR) of this compound are in agreement with the literature values.
  • 24
    • 33847089801 scopus 로고
    • Although we adopted the resolution method for obtaining (S)-1 in this work, it should be noted here that this type of chiral alcohols are now obtainable in a particularly high enantiomeric excess via asymmetric reduction of the corresponding α,β-ynone. For efficient reducing reagents see:
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 8339
    • Brinkmeyer1    Kapoor2
  • 26
    • 0000549143 scopus 로고
    • Asymmetric synthesis via axially dissymmetric molecules. A binaphthol-modified complex aluminum hydride reagent possessing extremely high ability of chiral recognition
    • (1981) Pure and Applied Chemistry , vol.53 , pp. 2315
    • Noyori1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.