메뉴 건너뛰기




Volumn 49, Issue 4, 2008, Pages 605-609

Enantioselective synthesis of valoneic acid derivative

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; ELLAGITANNIN; LACTONE; OCTA O METHYLVALONEIC ACID DERIVATIVE; PHENYL BENZOIC ACID; UNCLASSIFIED DRUG;

EID: 37649004817     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.11.154     Document Type: Article
Times cited : (19)

References (34)
  • 16
    • 0001308223 scopus 로고    scopus 로고
    • Several total synthesis of simple ellagitannins have been reported. and references cited therein
    • Several total synthesis of simple ellagitannins have been reported. Quideau S., and Feldman K.S. Chem. Rev. 96 (1996) 475-503 and references cited therein
    • (1996) Chem. Rev. , vol.96 , pp. 475-503
    • Quideau, S.1    Feldman, K.S.2
  • 31
    • 37649009165 scopus 로고    scopus 로고
    • Abe, H.; Fukumoto, T.; Takeuchi, Y.; Harayama, T. Heterocycles, 74, in press.
  • 32
    • 33745592483 scopus 로고    scopus 로고
    • For a useful review of the asymmetric reaction using chiral oxazaborolidine, see:
    • For a useful review of the asymmetric reaction using chiral oxazaborolidine, see:. Cho B.T. Tetrahedron 62 (2006) 7621-7643
    • (2006) Tetrahedron , vol.62 , pp. 7621-7643
    • Cho, B.T.1
  • 33
    • 37649008167 scopus 로고    scopus 로고
    • note
    • 3-THF (1.03 M, 0.96 ml) was added to a solution of 14 (266 mg, 0.96 mmol) in THF (10 ml) at 0 °C, and then the mixture was warmed to rt. After 30 min, a solution of 13 (100 mg, 0.16 mmol) was added dropwise at -40 °C and stirred for 72 h at the same temperature. The mixture was poured into water and extracted with AcOEt. The organic solution was washed with brine, dried, and evaporated to give a residue. Silica gel column chromatography affords pure 15 (85 mg, 84%, 99% ee) as amorphous substance. The ee was determined by HPLC analysis with Daicel Chiralcel AD.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.