159086-24-5Relevant articles and documents
Hydroxyl-Directed Stereoselective Sigmatropic Rearrangement of γ-Hydroxyalkyl γ-Alkoxyallylic Sulfoxides
Sato, Tsuneo,Otera, Junzo
, p. 6701 - 6704 (1994)
The sigmatropic rearrangement of γ-hydroxyalkyl γ-methoxyallyl sulfoxides occurs in a highly stereoselective manner to give δ-hydroxy-(E)-enals; a novel mechanism involving interaction between the hydroxy oxygen and the sulfinyl sulfur is proposed.
Simple synthesis of conjugated all-(E)-polyenic aldehydes, ketones, and esters using chemoselective cross-metathesis and an iterative sequence of reactions: Application to the synthesis of navenone B
Bouzbouz, Samir,Roche, Christophe,Cossy, Janine
scheme or table, p. 803 - 807 (2009/06/19)
By using a very simple sequence of reactions such as allylation, acetylation, chemoselective cross-metathesis, and elimination, even and odd conjugated all-(E)-polyenes can be synthesized from very simple alkenes. Georg Thieme Verlag Stuttgart.
Exclusive γ-regio functionalization of crotonaldehyde using γ-trimethylsilyl crotonaldimine. Application to the one pot synthesis of conjugated dienals
Bellassoued,Salemkour
, p. 4607 - 4624 (2007/10/03)
Cesium fluoride mediated reaction of γ-trimethylsilyl N-tert-butyl crotonaldimine 9 with a wide range of aldehydes takes place in DMSO at room temperature and affords exclusive γ-regio functionalized products. Heating (rt to 100°C) the δ-silyloxy imines 11 thus obtained leads, after very mild hydrolysis of the tert-butylimine function, to the conjugated dienals 14 in good yields and with excellent (E,E)-selectivities.
