Simple and Stereocontrolled Preparation of Optically Pure (E)- and (Z)-1-Alkenyl p-Tolyl Sulfoxides via 1-Alkynyl p-Tolyl Sulfoxides

DOI: 10.1021/jo00382a019

Source and publish data:

Journal of Organic Chemistry p. 1078 - 1082 (1987)

Update date:2022-07-29

Topics:

Authors:

Kosugi, Hiroshi

Kitaoka, Masaki

Tagami, Katsuya

Takahashi, Akira

Uda, Hisashi

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Article abstract of DOI:10.1021/jo00382a019

1-Alkynylmagnesium bromides react cleanly and stereospecifically with (-)-menthyl (-)-(S)-p-toluenesulfinate (2) in toluene to produce chiral 1-alkynyl p-tolyl (+)-(S)-sulfoxides 5a-d in high yields.Reduction of 5a-d with lithium aluminum hydride in THF a

Full text of DOI:10.1021/jo00382a019

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