Spirolactones from dirhodium (II)-catalyzed diazo decomposition with regioselective carbon-hydrogen insertion
MP Doyle, AB Dyatkin
Index: Doyle, Michael P.; Dyatkin, Alexey B. Journal of Organic Chemistry, 1995 , vol. 60, # 10 p. 3035 - 3038
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Citation Number: 42
Abstract
Dirhodium (I1) caprolactamate, Rhz (capI4, catalyzes diazo decomposition of cycloalkylmethyl diazoacetates which form spirolactones in moderate to high yield by insertion into a tertiary carbonhydrogen bond. Similar results are obtained with diazoacetates derived from tetrahydropyran-2-methanol and tetrahydrofurfuryl alcohol but not from cyclopropylmethanol. With tetrahydrofuran-3-ylmethyl diazoacetate, Rhz (cap) 4 ...
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