TITANIUM(II)-BASED Z-REDUCTION OF ALKYNES - STEREO-SPECIFIC AND REGIO-SPECIFIC Z-DIDEUTERIATION OF CONJUGATED AND METHYLENE-SKIPPED YNES

Authors
HUNGERFORD NL KITCHING W
Citation
Nl. Hungerford et W. Kitching, TITANIUM(II)-BASED Z-REDUCTION OF ALKYNES - STEREO-SPECIFIC AND REGIO-SPECIFIC Z-DIDEUTERIATION OF CONJUGATED AND METHYLENE-SKIPPED YNES, Chemical communications, (14), 1996, pp. 1697-1698
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
14
Year of publication
1996
Pages
1697 - 1698
Database
ISI
SICI code
1359-7345(1996):14<1697:TZOA-S>2.0.ZU;2-5
Abstract
A Ti-II-mediated, stereo- and regio-specific reduction of isolated, co njugated and methylene skipped poly-ynes to the corresponding Z-dideut erio polyenes in a one-pot procedure with D2O as deuterium source is d escribed, and this methodology (using H2O) is applied to the synthesis of (3E,8Z,11Z)-tetradeca-3,8,11-trienyl acetate, the major sex attrac tant of Scrobipalpuloides absoluta, a destructive pest of tomatoes.