Creating quaternary centers with high exo stereoselectivity using activated α-alkynyl dienophiles Journal Article
| Authors: | Min, S. J.; Jones, G. O.; Houk, K. N.; Danishefsky, S. J. |
| Article Title: | Creating quaternary centers with high exo stereoselectivity using activated α-alkynyl dienophiles |
| Abstract: | Ethynyl substituents were used to direct a highly exoselective creation of quaternary carbon centers in Diels-Alder cycloaddition reactions involving activated α-alkynyl dienophiles. The origins of electronic activation and the high stereoselectivities of these reactions were investigated by the B3LYP density functional method. Copyright © 2007 American Chemical Society. |
| Keywords: | unclassified drug; models, molecular; chemical structure; cyclization; oxidation; aldehydes; acrolein derivative; lewis acid; vinyl derivative; diels alder reaction; chemical reaction; synthesis; room temperature; stereochemistry; stereoisomerism; ketones; carbon; functional group; cycloaddition; alkadiene; alkynes; cyclohexenes; nerve fiber growth; decalin; paecilomycine a; 1,3 butadiene; alkene derivative; alkynyl group; carbonyl derivative; dienophile derivative; enthalpy; hydroboration; quarternary center; alkenes |
| Journal Title: | Journal of the American Chemical Society |
| Volume: | 129 |
| Issue: | 33 |
| ISSN: | 0002-7863 |
| Publisher: | American Chemical Society |
| Date Published: | 2007-08-22 |
| Start Page: | 10078 |
| End Page: | 10079 |
| Language: | English |
| DOI: | 10.1021/ja073528d |
| PUBMED: | 17655309 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 8" - "Export Date: 17 November 2011" - "CODEN: JACSA" - "Source: Scopus" |
