| Literature DB >> 21162594 |
Roman Rüttinger1, Juliane Leutzow, Michael Wilsdorf, Kristina Wilckens, Constantin Czekelius.
Abstract
A general synthetic access to 3,3-disubstituted 1,4-diynes bearing a quaternary carbon center from acetylacetone was developed. The compounds were cyclized to the corresponding enol ethers by cationic gold complexes. The reactions occur in complete exo-selectivity in contrast to compounds incorporating an alkoxy substituent in the 3-position. A mechanistic rationale for this reversal of selectivity is provided.Entities:
Year: 2010 PMID: 21162594 DOI: 10.1021/ol102628x
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005