948050-79-1Relevant academic research and scientific papers
Iron-Catalyzed Synthesis of C2 Aryl- and N-Heteroaryl-Substituted Tetrahydropyrans
Bosset, Cyril,Angibaud, Patrick,Stanfield, Ian,Meerpoel, Lieven,Berthelot, Didier,Guérinot, Amandine,Cossy, Janine
, p. 12509 - 12525 (2016/01/09)
An iron-catalyzed cyclization of hydroxy allylic derivatives into tetrahydropyrans possessing an N-heteroaryl at C2 is disclosed. The reaction proceeds with good yield and in high diastereoselectivity in favor of the more stable isomer. The diastereoselectivity results from an iron-induced reopening of the tetrahydropyrans, allowing a thermodynamic equilibration. The method allows access to a variety of 2,6-disubstituted as well as 2,4,6-trisubstituted tetrahydropyrans that could be considered as attractive scaffolds for the pharmaceutical industry.
Total synthesis of (+/-)-diospongin A via Prins reaction
Hiebel, Marie-Aude,Pelotier, Béatrice,Piva, Olivier
, p. 7874 - 7878 (2008/02/08)
A straightforward synthesis of (+/-)-diospongin A starting from benzaldehyde is described. A Prins cyclization reaction to control the relative configuration of the three stereogenic centers and a Mitsunobu inversion represent the key steps of the approac
Strained silacycles in organic synthesis: The tandem aidol-allylation reaction
Wang, Xiaolun,Meng, Qinglin,Nation, Andrew J.,Leighton, James L.
, p. 10672 - 10673 (2007/10/03)
Allyl(crotyl)enolsilanes, when constrained in a five-membered ring with a 1,2-diol, react with aldehydes in a tandem aldol-allylation reaction to give polyketide fragments. These experimentally trivial and efficient reactions establish two new carbon-carb
Asymmetric Induction in Reductively Initiated -Wittig and Retro -Brook Rearrangements of Secondary Carbanions
Hoffmann, Rolf,Brueckner, Reinhard
, p. 1471 - 1484 (2007/10/02)
The synthesis of O,S-acetals and the lithium naphthalenide initiated rearrangement reactions thereof are described.O,S-Acetal 8a resulted from trapping of the 1,4-dipole 7 with thiophenol.O,S-Acetals 16a and b were obtained from aldehydes 14a/b by a one-p
