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Volumn 70, Issue 9, 2005, Pages 3654-3659

Simple diastereoselectivity of the BF3·OEt 2-catalyzed vinylogous Mukaiyama aldol reaction of 2-(trimethylsiloxy)furans with aldehydes

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; CHEMICAL ANALYSIS; CHEMICAL BONDS; COMPLEXATION; CONFORMATIONS; DERIVATIVES;

EID: 17744381779     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0501339     Document Type: Article
Times cited : (35)

References (30)
  • 20
    • 17744400262 scopus 로고    scopus 로고
    • note
    • Analysis of the trends in energy values (Table 3) led us to consider these two transition states very high in energy, and therefore their existence should not alter the conclusions drawn.
  • 21
    • 17744387888 scopus 로고    scopus 로고
    • note
    • + conformer has been called elsewhere "Diels-Alder-like". This transition state was considered to be favored under Lewis acid catalysis yielding the like (syn) aldol because of "favourable orbital interactions". In contrast, the alternative, termed "open-chain" (ap in our convention), transition state would be of lower energy under fluoride catalysis because the negative charge would be sparser. For a full discussion see ref 7.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.