ChemInform Abstract: Asymmetric Heck Reactions via Neutral Intermediates: Enhanced Enantioselectivity with Halide Additives Gives Mechanistic Insights.

✍ Scribed by L. E. OVERMAN; D. J. POON

• Book ID: 101841646
• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 30 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199723143

✦ Synopsis

1997 indole derivatives, isoindole derivatives indole derivatives, isoindole derivatives R 0140 23 -143 Asymmetric Heck Reactions via Neutral Intermediates: Enhanced Enantioselectivity with Halide Additives Gives Mechanistic Insights. -In order to get more insight into the mechanism of the Heck reaction the asymmetric cyclization of (I) is investigated in the presence and absence of halide additives. The results demonstrate that the BINAP-catalyzed reaction (monophosphane analogues of BINAP gives lower e.e. values) with (Ib) or (Ia) in the presence of Cl-, Br-, or I-to give ( II) affords e.e. values greater than 90%. -(OVERMAN, L. E.;