Divergent reactivity in amine- and phosphine-catalyzed C-C bond-forming reactions of allenoates with 2,2,2-trifluoroacetophenones

ACS Catalysis

Volumn 1, Issue 10, 2011, Pages 1347-1350

  Saunders, Lindsey B ^a   Miller, Scott J ^a  

^a YALE UNIVERSITY   (United States)

Author keywords

allenoate; cycloaddition; dihydrofuran; Lewis base catalysis; oxetane

Indexed keywords

ALLENOATE; C-C BOND FORMING REACTION; COMPLEX PRODUCTS; DIHYDROFURANS; LEWIS BASE; OXETANES; REACTIVITY PATTERN;

CYCLOADDITION; PHOSPHORUS COMPOUNDS;

CATALYSIS;

EID: 80053916651     PISSN: 21555435     EISSN: None     Source Type: Journal    
DOI: 10.1021/cs200406d     Document Type: Article

References (19)

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11. 3 as the catalyst was reported; see: Wang, T.; Ye, S. Org. Biomol. Chem. 2011, 9, 5260-5265
12. 3-catalyzed reaction of α-benzyl allenoates with trifluoroacetophenones, see: Wang, T.; Ye, S. Org. Lett. 2010, 12, 4168-4171
13. While this manuscript was in review, a similar report by Wang et al. appeared; see: Wang, T.; Chen, X.-Y.; Ye, S. Tetrahedron Lett. 2011; doi: 10.1016/j.tetlett.2011.08.057.
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16. This mechanism was also suggested in: Wang, T.; Ye, S. Org. Biomol. Chem. 2011, 9, 5260-5265
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