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Volumn 50, Issue 26, 2009, Pages 3237-3240

Dynamic kinetic asymmetric transformation of 1,4-diols and the preparation of trans-2,5-disubstituted pyrrolidines

Author keywords

[No Author keywords available]

Indexed keywords

ACETOACETIC ACID; LIPASE B; PYRROLIDINE DERIVATIVE; RUTHENIUM; TRIACYLGLYCEROL LIPASE;

EID: 65549163569     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.02.079     Document Type: Article
Times cited : (21)

References (34)
  • 14
    • 65549166366 scopus 로고    scopus 로고
    • note
    • For a mechanistic study of the second generation ruthenium catalyst see Ref. 2b.
  • 16
    • 65549169067 scopus 로고    scopus 로고
    • note
    • Attempts to epoxidize unsaturated alcohol 3 led to significant amounts of tetrahydrofuran via intramolecular alcohol attack on the epoxide.
  • 22
    • 65549087503 scopus 로고    scopus 로고
    • note
    • Substrate 1a was previously used in a highly selective DYKAT, see Ref. 6.
  • 24
    • 65549087985 scopus 로고    scopus 로고
    • note
    • This corresponds to an E-value of >400.
  • 25
    • 65549162622 scopus 로고    scopus 로고
    • note
    • Attempts to replace the KR with a DKR to give (2R)-acetoxy-hexene ((2R)-5) have so far been unsuccessful. Apparently the double bond in hexenol 3 interferes with the racemization catalyst 9.
  • 26
    • 65549134218 scopus 로고    scopus 로고
    • note
    • The reaction was performed on a 0.26 mmol scale, in 1 mL of toluene, at 50 °C under argon. After 4 h, a 35% yield of diacetate (syn:anti 96.6:3.4) was obtained, the remainder being monoacetate (syn:anti 25.4:74.6).
  • 27
    • 65549146760 scopus 로고    scopus 로고
    • note
    • 3, at 50 °C under argon.
  • 32
    • 65549122518 scopus 로고    scopus 로고
    • note
    • Novozyme 435, lipase from (B lipase) Candida antarctica produced by submerged fermentation of a genetically modified Aspergillus oryzae microorganism and adsorbed on a macroporous resin.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.