Synthesis of All Four Isomers of Disparlure Using Osmium-Catalyzed Asymmetric Dihydroxylation.

DOI: 10.1016/S0040-4039(00)79002-2

Source and publish data:

Tetrahedron Letters p. 6411 - 6414 (1992)

Update date:2022-08-10

Topics:

Authors:

Keinan, Ehud

Sinha, Subhash C.

Sinha-Bagchi, Anjana

Wang, Zhi-Min

Zhang, Xiu-Lian

Sharpless, K. Barry

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Article abstract of DOI:10.1016/S0040-4039(00)79002-2

(+)-Disparlure, the sex attractant emitted by the female gypsy moth, Porthetria dispar (L.), and its (-)-enantiomer were synthesized in 43percent yield and >99percent ee, starting from undecanal and using the asymmetric dihydroxylation (AD) reaction.Similarly, the two trans-isomers of disparlure were synthesized in 51percent yield and 95percent ee.

Full text of DOI:10.1016/S0040-4039(00)79002-2

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