Intermolecular Transition Metal-Catalyzed [4+ 2+ 2] Cycloaddition

Intermolecular Transition Metal-Catalyzed [4 + 2 + 2] Cycloaddition Reactions: A New Approach to the Construction of Eight-Membered Rings [J. Am. Chem...
1 downloads 0 Views 12KB Size
Intermolecular Transition Metal-Catalyzed [4 + 2 + 2] Cycloaddition Reactions: A New Approach to the Construction of Eight-Membered Rings [J. Am. Chem. Soc. 2002, 124 (30), 8782-8783]. P. Andrew Evans,* John E. Robinson, Erich W. Baum, and Aleem N. Fazal Page 8783. The major diastereoisomer 6 in eq 3, which was preViously assigned on the basis of an NOE (5.2%) between the protons at C2 and C3, should be reassigned as depicted below. The X-ray crystal structure of 6 indicates an unusual eight-membered ring conformation, which forces the protons pseudo-equatorial, resulting in the necessary orientation for the observed NOE enhancement despite their trans-relationship.

JA033458K 10.1021/ja033458k Published on Web 10/21/2003

14648

9

J. AM. CHEM. SOC. 2003, 125, 14648

10.1021/ja033458k CCC: $25.00 © 2003 American Chemical Society