Diastereoselectivity in the Hydroxyl-Directed Cyclopropanation of Vinylorganometallic Compounds

DOI: 10.1021/jo00029a004

Source and publish data:

Journal of Organic Chemistry p. 798 - 800 (1992)

Update date:2022-07-30

Topics:

Authors:

Lautens, Mark

Delanghe, Patrick H. M.

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Article abstract of DOI:10.1021/jo00029a004

Olefins bearing silicon and/or tin substituents undergo highly diastereoselective cyclopropanation in the presence of Sm/CH2I2.The stereochemistry of the tin moiety has a dramatic effect on the rate of a subsequent transmetalation with MeLi.

Full text of DOI:10.1021/jo00029a004

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