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Volumn 15, Issue 16, 2004, Pages 2475-2482

Asymmetric cyclopropanation of (5S,S S)-3-p-tolylsulfinyl-5- ethoxyfuran-2(5H)-one with sulfonium ylides: Influence of the sulfur ylide substituents on stereoselectivity

Author keywords

[No Author keywords available]

Indexed keywords

3 (4 TOLYLSULFINYL) 5 ETHOXYFURAN 2(5H) ONE; KETONE DERIVATIVE; SOLVENT; SULFONIUM DERIVATIVE; SULFUR DERIVATIVE; UNCLASSIFIED DRUG;

EID: 4444251750     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.06.042     Document Type: Article
Times cited : (22)

References (45)
  • 37
    • 4444362314 scopus 로고    scopus 로고
    • note
    • The endo and exo terms are used to define the relative stereochemistry 7of the lactone ring and the substituent at C-6 (cis and trans, respectively) at the cyclopropane ring
  • 38
    • 4444298723 scopus 로고    scopus 로고
    • note
    • Similar unsuccessful results were obtained by using LDA (1 equiv) as a base to generate the ylide (Method A). This suggests that the higher reactivity of the dimethylsulfonium ylides, which are able to attack the furanone ring, could be responsible for this behaviour
  • 40
    • 4444375095 scopus 로고    scopus 로고
    • note
    • From the NMR spectra of the reaction mixtures, the syn stereochemistry could be assigned to some of the minor components indicated in Tables 1 and 2. Only syn-4e-exo could be isolated


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.