Creating quaternary centers with high exo stereoselectivity using activated alpha-alkynyl dienophiles

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WEB OF SCIENCE

15
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SCOPUS

19

초록

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.

키워드

DIELS-ALDER REACTIONS; SECONDARY ORBITAL INTERACTIONS; VIBRATIONAL ABSORPTION; STEREOGENIC CENTERS; PAECILOMYCINE-A; ACIDITY TRENDS; DENSITY; STEREOCENTERS
제목
Creating quaternary centers with high exo stereoselectivity using activated alpha-alkynyl dienophiles
저자
Min, Sun-Joon; Jones, Gavin O.; Houk, Kendall N.; Danishefsky, Samuel J.
DOI
10.1021/ja073528d
발행일
2007-08
유형
Article
저널명
Journal of the American Chemical Society
권
129
호
33
페이지
10078 ~ 10079