A STEREOSELECTIVE FORMATION OF (Z)-2-METHYL-2-ALKENOL BY THE WITTIG REACTION: ITS APPLICATION TO A SYNTHESIS OF NERYLACTONE AND (Z,Z)-FARNESYLACTONE

DOI: 10.1246/cl.1981.1711

Source and publish data:

Chemistry Letters p. 1711 - 1714 (1981)

Update date:2022-08-04

Topics:

Authors:

Sato, Kikumasa

Miyamoto, Osamu

Inoue, Seiichi

Kobayashi, Toru

Furusawa, Fumio

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Article abstract of DOI:10.1246/cl.1981.1711

The Wittig reaction of benzyloxyacetone or tetrahydropyranyloxyacetone with 4-pentynylidenetriphenylphosphorane in salt-free conditions followed by removal of the protecting group afforded (Z)-2-methylhept-2-en-6-yn-1-ol in 95-96percent stereoselectivity.

Full text of DOI:10.1246/cl.1981.1711

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