Highly Selective Synthetic Method for 1,6-Diols Bearing Enyne Functions: Development of 3,6-Dianion Reagent of 1,2-Hexadien-4-yne Using 1,6-Dibromo-2,4-hexadiyne and Indium

Autor:	Dong Seomoon, Phil Ho Lee, Kooyeon Lee, Sundae Kim
Rok vydání:	2007
Předmět:	chemistry.chemical_compound Lithium iodide chemistry Enyne Reagent chemistry.chemical_element Regioselectivity General Chemistry Chemoselectivity Highly selective Medicinal chemistry Tetrahydrofuran Indium
Zdroj:	Advanced Synthesis & Catalysis. 349:2449-2453
ISSN:	1615-4169 1615-4150
DOI:	10.1002/adsc.200700309
Popis:	The reaction of aldehydes and ketones with an organoindium reagent generated in situ from indium and 1,6-dibromo-2,4-hexadiyne in the presence of lithium iodide in tetrahydrofuran (THF) selectively produced 1,6-diols linked to an allenyne unit with complete regioselectivity and chemoselectivity through 1,2-hexadien-4-yn-3,6-ylation, indicating that the organoindium acted as the 3,6-dianion reagent of 1,2-hexadien-4-yne.
Databáze:	OpenAIRE
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