Scope and Stereochemistry of the Tandem Intramolecular Cyclopropanation/Cope Rearrangement Sequence
A stereoselective synthesis of a series of fused seven-membered carbocycles was achieved by a formal intramolecular 3 + 4 cycloaddition between vinylcarbenoids, generated by rhodium(II) acetate catalyzed decomposition of vinyldiazomethanes, and dienes.The products are formed by a tandem cyclopropanation/Cope rearrangement sequence rather than a concerted process.
Davies, Huw M. L.,McAfee, Melinda J.,Oldenburg, Claes E. M.
p. 930 - 936
(2007/10/02)
NOVEL APPROACH TO SEVEN-MEMBERED RINGS BY THE INTRAMOLECULAR TANDEM CYCLOPROPANATION/COPE REARRANGEMENT SEQUENCE
The intramolecular tandem cyclopropanation/Cope rearrangement sequence between rhodium(II) acetate stabilized vivylcarbenoids and dienes is a feasible method for the stereospecific synthesis of fused seven-membered rings.
Davies, Huw M. L.,Oldenburg, C. E. Michael,McAfee, Melinda J.,Nordahl, J. Greg,Henretta, John P.,Romines, Karen R.
p. 975 - 978
(2007/10/02)
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