Stereoselective Alkylations of Chiral Nitro Imine and Nitro Hydrazone Dianions. Synthesis of Enantiomerically Enriched 3-Substituted 1-Nitrocyclohexenes†
SE Denmark*, JJ Ares
Index: Denmark, Scott E.; Ares, Jeffrey J. Journal of Organic Chemistry, 2008 , vol. 73, # 24 p. 9647 - 9656
Full Text: HTML
Citation Number: 6
Abstract
Dianions of chiral nitro imines (generated by a combination of LDA and s-BuLi) underwent diastereoselective alkylation with methyl, butyl, isopropyl, allyl, and methallyl iodides. In contrast to the behavior of simple metalloenamines, the most selective auxiliary contained no coordinating groups but did possess a large steric difference between the two substituents. The yield and selectivity of the alkylations were improved by the addition of ...
Related Articles:
[Weber, Edwin; Wimmer, Claus; Llamas-Saiz, Antonio L.; Foces-Foces, Concepcion Journal of the Chemical Society, Chemical Communications, 1992 , # 10 p. 733 - 735]
[Santos Pisoni, Diego dos; Sobieski da Costa, Jesse; Gamba, Douglas; Petzhold, Cesar Liberato; Cesar de Amorim Borges, Antonio; Ceschi, Marco Antonio; Lunardi, Paula; Saraiva Goncalves, Carlos Alberto European Journal of Medicinal Chemistry, 2010 , vol. 45, # 2 p. 526 - 535]
[Degrado; Mizutani; Hoveyda Journal of the American Chemical Society, 2001 , vol. 123, # 4 p. 755 - 756]
Asymmetric hydrogenation of substituted 2-pyrones
[Journal of Organic Chemistry, , vol. 64, # 16 p. 5768 - 5776]
[Journal of Organometallic Chemistry, , vol. 690, # 23 p. 5237 - 5254]