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Volumn 46, Issue 5, 2005, Pages 863-865

Enantioselective alkynylation of aromatic aldehydes catalyzed by new chiral oxazolidine ligands

Author keywords

Addition; Aldehydes; Alkynes; Asymmetric catalysis; Oxazolidines

Indexed keywords

ALCOHOL DERIVATIVE; ALDEHYDE DERIVATIVE; AMINO ACID DERIVATIVE; LIGAND; OXAZOLIDINE DERIVATIVE;

EID: 11844271990     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.11.165     Document Type: Article
Times cited : (57)

References (44)
  • 14
    • 0242635970 scopus 로고    scopus 로고
    • L. Pu Tetrahedron 59 2003 9873 9886
    • (2003) Tetrahedron , vol.59 , pp. 9873-9886
    • Pu, L.1
  • 41
    • 11844249643 scopus 로고    scopus 로고
    • note
    • 25NO: C, 83.93; H, 7.34; N, 4.08. Found: C, 84.03; H, 7.24; N, 4.01
  • 42
    • 11844291008 scopus 로고    scopus 로고
    • note
    • 2Zn (0.7 mmol, 1.0 M in toluene, 0.7 mL) at room temperature. After the mixture was stirred at the room temperature for 2 h, phenylacetylene(0.7 mmol, 76 μL) was added and the stirring continued for another 2 h. The solution was cooled to 0°C and treated with aldehyde (0.5 mmol, 50 μL), then the resultant mixture was stirred for 24-48 h at 0°C. Optically active propargyl alcohol was obtained after acid workup and purification by silica gel TLC
  • 43
    • 11844296364 scopus 로고    scopus 로고
    • note
    • Under the same conditions, we also used ligand 2d in the addition of phenylacetylene to two aliphatic aldehydes: isobutylaldehyde and cyclohexanecarboxaldehyde. The enantioselectivities were determined by chiral HPLC on a Chiracel OD column and were found to be 75% (yield 60%) and 62% (yield 56%) ee, respectively


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.