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Volumn 4, Issue 1, 2002, Pages 119-122

The preparation of nonracemic secondary α-(carbamoyloxy)alkylzinc and copper reagents. A versatile approach to enantioenriched alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; CARBAMIC ACID DERIVATIVE; COPPER; DRUG DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; GAMMA BUTYROLACTONE; JAPONILURE; ORGANOMETALLIC COMPOUND; SEX PHEROMONE; ZINC;

EID: 0037050432     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016986e     Document Type: Article
Times cited : (58)

References (54)
  • 20
    • 0000679903 scopus 로고    scopus 로고
    • and references therein
    • For use of sBuLi/(-)-sparteine in the enantioselective deprotonation of N-Boc pyrrolidines, see: Beak, P.; Basu, A.; Gallagher, J.; Park, Y. S.; Thayumanavan, S. Acc. Chem. Res. 1996, 29, 552-560 and references therein.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 552-560
    • Beak, P.1    Basu, A.2    Gallagher, J.3    Park, Y.S.4    Thayumanavan, S.5
  • 29
    • 0034803410 scopus 로고    scopus 로고
    • (a) Shortly after completion of this work, a study of the reactivity of nonracemic pyrrolidinylcuprates prepared from α-lithiated-N-Bocpyrrolidine was disclosed: Dieter, R. K.; Topping, C. M.; Chandupatla, K. R.; Lu, K. J. Am. Chem. Soc. 2001, 123, 5132-5133.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 5132-5133
    • Dieter, R.K.1    Topping, C.M.2    Chandupatla, K.R.3    Lu, K.4
  • 40
    • 0041593441 scopus 로고    scopus 로고
    • note
    • 2O gave a heterogeneous mixture that was difficult to stir.
  • 41
    • 0042094440 scopus 로고    scopus 로고
    • note
    • 4, and concentrated in vacuo. The residue was purified by column chromatography to give the carbamates as colourless oils.
  • 42
    • 0042595387 scopus 로고    scopus 로고
    • note
    • The formula RCu(CN)ZnCl merely represents the stoechiometry of the reagent; see ref 18.
  • 44
    • 0042094429 scopus 로고    scopus 로고
    • note
    • 4Cl quench.
  • 52
    • 0043096274 scopus 로고    scopus 로고
    • note
    • 3/NBS.
  • 54
    • 0042595384 scopus 로고    scopus 로고
    • note
    • The ee of 36 was determined by HPLC analysis (Chiralcel OD column, hexane/2-propanol 99:1, 1 mL/min, 215 nm); see ref 27d.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.