186895-45-4Relevant articles and documents
One-Pot, Tandem Wittig Hydrogenation: Formal C(sp3)-C(sp3) Bond Formation with Extensive Scope
Devlin, Rory,Jones, David J.,Mcglacken, Gerard P.
supporting information, p. 5223 - 5228 (2020/07/14)
A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp3)-C(sp3) bond construction. The tandem reaction operates under mild conditions, is high yielding, and is broad in scope. Chemoselectivity for olefin reduction is observed, and the methodology is demonstrated in the synthesis of lapatinib analogues and a formal synthesis of (±)-cuspareine. Early insights suggest that the chemoselectivity observed in the reduction step is due to partial poisoning of the catalyst, after step one, thus adding to the power of the one-pot procedure.
Synthesis of tetrahydropyranyl diarylheptanoids from Dioscorea villosa
Kantee, Kawalee,Rukachaisirikul, Vatcharin,Tadpetch, Kwanruthai
, p. 3505 - 3509 (2016/07/15)
Concise syntheses of four tetrahydropyranyl diarylheptanoids isolated from Dioscorea villosa have been described. The key features include Prins cyclization to construct the tetrahydropyran cores, Keck asymmetric allylation, and Mitsunobu inversion. Optimization of the Prins cyclization conditions in order to minimize racemization has been described. Our syntheses also confirmed the absolute stereochemistry of the natural products.
The first stereoselective total synthesis of a naturally occurring bioactive diarylheptanoid, (3R,6E)-1,7-bis(4-hydroxyphenyl)hept-6-en-3-ol, through two different approaches
Kashanna, Jajula,Jangili, Paramesh,Kumar, Rathod Aravind,Das, Biswanath
, p. 1666 - 1671 (2012/11/07)
The stereoselective total synthesis of a naturally occurring bioactive diarylheptanoid, (3R,6E)-1,7-bis(4-hydroxyphenyl)hept-6-en-3-ol, has been accomplished starting from 4-hydroxybenzaldehyde through two different approaches involving Wittig olefination