S. Hashimoto*, N. Watanabe, S. Ikegami
May 5, 1992
Citations
0
Influential Citations
69
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Dirhodium(II) tetratriphenylacetate), Rh2(TPA)4, featured by a bulky bridging ligand has been demonstrated to exhibit an exceptionally high order of selectivity for C-H insertion into methylene over methine in catalytic decompositions of α-diazo β-keto esters tethered to a cyclic system, thus providing an expedient and geneal entry to bicyclic compounds in preference to spirocyclic compounds. The efficiency is verified well by high-yield and site-controlled construction of bicyclo[3.3.0]octane derivative, a pivotal intermediate for the convergent synthesis of (+)-isocarbacyclin.