CASCADE REARRANGEMENTS FOLLOWING TWOFOLD ADDITION OF ALKENYL ANIONS TO SQUARATE ESTERS

The double 1,2-addition of alkenyl, cycloalkenyl, and alkynyllithium reagents to squarate esters constitutes a very expedient method for rapidly increasing structural complexity with formation of polycyclic end products. The simple one-pot process is amenable to regioselective operation, stereochemical control, self-immolative chirality transfer, 1,5-asymmetric induction, and chemical modulation.

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