75697-98-2Relevant articles and documents
A Practical Domino-Claisen–Cope Sequence in the Synthesis of New Blooming Citrus and Potent Floral Rose Alcohols
Liu, Jie,Zou, Yue,Zhou, Lijun,Chai, An,Wang, Chao,Dang, Hai-Shan,Wang, Quanrui,Goeke, Andreas
, (2017/12/01)
Fifty years after its first discovery by Alan Francis Thomas, we describe a versatile, metal and pressure-free domino-Claisen–Cope rearrangement using the readily available α,β-unsaturated aldehydes 5 or their acetals 5′ and allylic alcohols 6. This transformation provides a convenient access to a large number of radiant citrus and floral rosy odorants. Odor profiles of novel floral rosy and citrus alcohols 13, 14, and 16 were studied. Compound 14ba has a floral, rosy, geranium-like character and shows unique performance and diffusiveness. Compound 16ba has a clear main citrus odor character with a clean green grapefruit/rhubarb connotation. Both odorants have been successfully introduced to perfumery recently as Rosyfolia (14ba) and Pomelol (16ba).
Hydrolysis of β,γ-unsaturated aldehyde dimethylhydrazones with copper dichloride: A new synthesis of lavandulol
Mino,Fukui,Yamashita
, p. 734 - 735 (2007/10/03)
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METALLATION ET ALKYLATION DES THIOIMIDOESTERS: APPLICATION EN SYNTHESE
Masson, S.,Mothes, V.,Thuillier, A.
, p. 1573 - 1580 (2007/10/02)
Alkylation of delocalized anions resulting from metallation of N-phenyl thioimidoesters (precursors of dithioesters and thiolesters) takes place on nitrogen with "saturated" thioimidoesters (alkane thiomidates).On the contrary, unsaturated thiomidoesters (α or β-ethylenic, α-arylated) are regioselectively alkylated on the α carbon atom by alkyl or allylic halides.The possibilities for synthesis offered by successive uses of the reactivities of thioimidoester and dithioester functions (allowing in particular two electrophilic additions on two vicinal carbons) are illustrated by syntheses of terpenic compounds lavandual (and lavandulol) and ar-curcumene.
