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Volumn 12, Issue 44, 2014, Pages 9016-9027

Organocatalytic Michael addition-lactonisation of carboxylic acids using α,β-unsaturated trichloromethyl ketones as α,β-unsaturated ester equivalents

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CHEMICAL COMPOUNDS;

EID: 84908377573     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c4ob01788a     Document Type: Article
Times cited : (34)

References (54)
  • 48
    • 0026752426 scopus 로고
    • This is in contrast to some α-keto-β,γ-unsaturated phosphonates, which are only stable for approximately one month when kept in the freezer under an inert atmosphere In the absence of catalyst the reaction gives 20% conversion into 8 after 18 h Optimal conditions were the same as those previously obtained in related processes, see ref. 12e Authentic racemic sample of all products were prepared using (rac)-HBTM-2.1 5 as the catalyst The catalyst loading could be lowered to 1 mol%, giving 10 in 66% yield with 89:11 dr and >99% ee, although catalysis was routinely carried out using 5 mol% HBTM-2.1 5 Three equivalents of i-PrNH2 were required due to competing acylation of excess pivaloyl chloride
    • E. J. Corey J. O. Link Y. Shao Tetrahedron Lett. 1992 33 3435 3438
    • (1992) Tetrahedron Lett. , vol.33 , pp. 3435-3438
    • Corey, E.J.1    Link, J.O.2    Shao, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.