Observations on the Synthesis and Carbocyclisation Reactions of 6-Oxohexa-2,3-dienoates

Autor:	Philip J. Gray, Tom D. Sheppard, Whitehead Andrew Jonathan, William B. Motherwell
Rok vydání:	2008
Předmět:	Claisen rearrangement Reaction conditions Chemistry Organic Chemistry Polymer chemistry Propargyl Atom (order theory) Quaternary carbon
Zdroj:	Synlett. 2008:2097-2100
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-2008-1078028
Popis:	6 -Oxohexa-2,3-dienoates can be readily prepared via an atom economical Claisen rearrangement of propargyl vinyl ethers formed in situ by the reaction of propargylic alcohols with acetals. Preliminary experiments have demonstrated that these functionalised allenic esters undergo a facile amine-induced carbocyclisation under mild reaction conditions, yielding densely functionalised cyclopentanones containing chiral quaternary carbon centres.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7cbcf8aa0fc5ac52771f707284aabc04 https://doi.org/10.1055/s-2008-1078028 Zobrazit plný text záznamu