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2005
C-C bond formation
O 0282
Copper-Catalyzed Allylations of Zirconocene Intermediates Generated from
or o-Alkynylbenzyl Ether Derivatives and Zirconocene-Butene Com23- 055 o-Alkenyl
plex. — Treatment of benzyl ethers of type (I) and (VI) with a zirconocene-butene complex results in efficient formation of benzylic zirconocene species. They smoothly react
with allyl or propargyl halides to afford allylation or allenylation products, which are
versatile building blocks. For example, the enyne (VIIb) can easily be converted into
the diene (IX) which is an important intermediate for the synthesis of estrone. —
(IKEUCHI, Y.; TAGUCHI, T.; HANZAWA*, Y.; J. Org. Chem. 70 (2005) 2, 756-759;
Showa Pharm. Univ., Machida, Tokyo 194, Japan; Eng.) — Jannicke
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