Me3Ga-mediated alkynylation of aldehydes

Tetrahedron Letters

Volumn 49, Issue 8, 2008, Pages 1370-1372

  Jia, Xuefeng ^a   Yang, Hongwei ^a   Fang, Ling ^a   Zhu, Chengjian ^a,b  

^a NANJING UNIVERSITY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

Alkynylation; Benzaldehyde; Propargylic alcohol; Trimethylgallium

Indexed keywords

ALDEHYDE; ALDEHYDE DERIVATIVE; BENZALDEHYDE; GALLIUM; PHENYLACETYLENE; TRIMETHYLGALLIUM; UNCLASSIFIED DRUG;

ALKYNYLATION; ARTICLE; ROOM TEMPERATURE;

EID: 38349123566     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.12.086     Document Type: Article

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44. 2 (3 mL) at room temperature under an argon atmosphere. The solution was stirred for an hour followed by the addition of aldehyde (0.5 mmol). After the resulting mixture was stirred at this temperature for indicated time in Table 2, water (4 mL) was added to quench the reaction. The aqueous layer was separated and further extracted with dichloromethane; the organic layers were combined and dried. Evaporation of the solvent gave the crude product, which was further purified by preparative TLC (petroleum ether-ethyl acetate = 5:1) to give corresponding propargylic alcohols.