Creating quaternary centers with high exo stereoselectivity using activated alpha-alkynyl dienophiles
- Authors
- Min, Sun-Joon; Jones, Gavin O.; Houk, K. N.; Danishefsky, Samuel J.
- Issue Date
- 2007-08-22
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.129, no.33, pp.10078 - +
- Abstract
- Ethynyl substituents were used to direct a highly exoselective creation of quaternary carbon centers in Diels-Alder cycloaddition reactions involving activated alpha-alkynyl dienophiles. The origins of electronic activation and the high stereoselectivities of these reactions were investigated by the B3LYP density functional method.
- Keywords
- DIELS-ALDER REACTIONS; SECONDARY ORBITAL INTERACTIONS; VIBRATIONAL ABSORPTION; STEREOGENIC CENTERS; PAECILOMYCINE-A; ACIDITY TRENDS; DENSITY; STEREOCENTERS; DIELS-ALDER REACTIONS; SECONDARY ORBITAL INTERACTIONS; VIBRATIONAL ABSORPTION; STEREOGENIC CENTERS; PAECILOMYCINE-A; ACIDITY TRENDS; DENSITY; STEREOCENTERS
- ISSN
- 0002-7863
- URI
- https://pubs.kist.re.kr/handle/201004/134189
- DOI
- 10.1021/ja073528d
- Appears in Collections:
- KIST Article > 2007
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