Synthesis and Absolute Configuration of Optically Active E-1-Alkoxymethoxybut-2-enyl(tri-n-butyl)stannanes: Stereoselective Reactions with Aldehydes

DOI: 10.1039/c39840000800

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 800 - 802 (1984)

Update date:2022-08-03

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Authors:

Jephcote, Vincent J.

Pratt, Andrew J.

Thomas, Eric J.

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Article abstract of DOI:10.1039/c39840000800

(1R)- and (1S)-1-<(-)menthoxymethoxy>-E-but-2-enyl(tri-n-butyl)stannanes (5) and (6), whose configurations at C(1) were assigned by correlation with (2R)- and (2S)-pentan-2-ol, react stereoselectively on heating with benzaldehyde to give (3S,4S)- and (3R,4R)-4-hydroxy-3-methyl-cis-1,2-enol ethers (11) and (13), respectively.

Full text of DOI:10.1039/c39840000800

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