Tetrahedron Letters p. 8149 - 8152 (1998)
Update date:2022-08-04
Topics:
Dai, Wei-Min
Lee, Mavis Yuk Ha
Trapping of allylic cations possessing 1,2-dialkynyl groups by an external nucleophile such as ROH yields cis-enediynes in a regioselective manner; while similar allylic cations react with an internal nucleophilic group to afford exclusively cis-enediynes. This regiocontrolled allylic rearrangement has been used successfully in the synthesis of a number of 2,5- dihydro-2-benzofuryl cis-enediynes 5 and the sulfur analogs.
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(1998)
