An enantioselective indium-mediated allylation reaction of aldehydes and ketones in dichloromethane

Tetrahedron Letters

Volumn 40, Issue 52, 1999, Pages 9333-9336

  Loh, Teck Peng ^a   Zhou, Jian Rong ^a   Li, Xu Ran ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Allylation; Carbonyl; Enantioselectivity; Indium; Trifluoromethyl

Indexed keywords

ALDEHYDE; ALLYL COMPOUND; CINCHONIDINE; DICHLOROMETHANE; INDIUM; KETONE; ORGANOMETALLIC COMPOUND; REAGENT;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL MODIFICATION; SYNTHESIS;

EID: 0033601395     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01976-0     Document Type: Article

References (19)

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15. We noticed that in the absence of (-)-cinchonidine, indium could not insert into the allylic bromides at room temperature in dichloromethane. In other words, the ligand facilitated the formation of allylic indium species, although the mechanism is unclear.
16. Other solvents (such as toluene and diethyl ether) were also tried, however the allylindium complex with (-)-cinchonidine could not form.
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