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2005
Ring closure reactions
O 0130
Unprecedented Carbocyclization of 1,6-Allenynes on Addition of Organoboronic
under Pd-Catalysis. — In contrast to the behavior of enynes under
29- 043 Acids
Pauson—Khand conditions, 1,6-allenynes (I) react with boronic acids (II) in the presence of Pd-catalyst to undergo an unprecedented tandem carboxylation/regioselective
addition to give six-membered carbocycles (III). Surprisingly, the 1,7-allenyne (IV)
yields a cyclopentane derivative (V) instead of the anticipated cycloheptylidene ring.
— (GUPTA, A. K.; RHIM, C. Y.; OH*, C. H.; Tetrahedron Lett. 46 (2005) 13,
2247-2250; Dep. Chem., Hanyang Univ., Seoul 133-791, S. Korea; Eng.) — Mais
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