: The w-trialkylplumbyl ether acetal (la) gave the β-alkoxy cyclic ether (2a) upon treatment with 2 equiv of TiCl4in CH2C12. The reaction of the ω-trialkylstannyl ether acetals 3, 4, and 5 in the presence of 2 equiv of TiCl3 (OiPr) in CH2C12 produced the corresponding 0-alkoxy- a-vinyl cyclic ethers 6, 7, and 8, respectively. This new procedure permitted the chiral synthesis of a fundamental structural unit (20) of cyclic ether natural products.
ASJC Scopus subject areas
- Organic Chemistry