One-Flask, Consecutive and Sigmatropic Rearrangements for Conversions of Propargylic Alcohols into Two-Carbon-Extended 4-Oxo-2-alkenoate Esters. Use of a New 1-Chloro-1-ethoxy-2-sulfinylethylene

DOI: 10.1021/jo00025a009

Source and publish data:

Journal of Organic Chemistry p. 6987 - 6993 (1991)

Update date:2022-08-04

Topics:

Authors:

Posner, Gary H.

Carry, Jean-Christophe

Crouch, R. David

Johnson, Neil

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Article abstract of DOI:10.1021/jo00025a009

Seven differently substituted primary and secondary propargylic alcohols are shown to react with (arylsulfinyl)vinylic chloride 1a at 100 deg C for 1 h sequentially via a <3,3> sigmatropic rearrangement and then a <2,3> sigmatropic rearrangement to form 4

Full text of DOI:10.1021/jo00025a009

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