Addition of 2-(chloromagnesiomethyl)-2-alkenyl ethers to epoxides followed by Pd(0)-catalyzed cyclization: A one-pot synthesis of 3-methylenetetrahydropyrans

DOI: 10.1016/S0040-4020(01)92281-1

Source and publish data:

Tetrahedron p. 9901 - 9916 (1992)

Update date:2022-07-30

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Authors:

Van Der Louw

Van Der Baan

Out Out

De Kanter

Bickelhaupt

Klumpp Klumpp

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Article abstract of DOI:10.1016/S0040-4020(01)92281-1

Addition of 2-(chloromagnesiomethyl)-2-propenyl ethers 1a and 1b to epoxides 3 affords ring opening products 6 or 7 which are converted by Pd(0) to 3-methylenetetrahydropyrans 9. Cyclization of the addition products is best effected by a catalyst system generated in situ from Pd(OAc)₂ and (i-PrO)₃P.

Full text of DOI:10.1016/S0040-4020(01)92281-1

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