74034-73-4Relevant articles and documents
Desymmetrization of acid anhydride with asymmetric esterification catalyzed by chiral phosphoric acid
Yamada, Ken-ichi,Oonishi, Akinori,Kuroda, Yusuke,Harada, Shingo,Kiyama, Hiroki,Yamaoka, Yousuke,Takasu, Kiyosei
supporting information, p. 4098 - 4100 (2016/08/18)
Asymmetric desymmetrization of σ-symmetric acid anhydrides was achieved with chiral phosphoric acid as a Br?nsted acid catalyst. The key of success was finding of benzhydrol and 2,2-diphenylethanol as the nucleophiles of choice. The corresponding half esters were obtained in good yields with high selectivity.
A Diels-Alder macrocyclization enables an efficient asymmetric synthesis of the antibacterial natural product abyssomicin C
Zapf, Christoph W.,Harrison, Bryce A.,Drahl, Carmen,Sorensen, Erik J.
, p. 6533 - 6537 (2007/10/03)
An efficient and highly diastereoselective intramolecular Diels-Alder reaction is the basis of a concise asymmetric synthesis of the potent antibacterial natural product abyssomicin C (see formula). The complexity of the target structure was reduced to three fragments and required two carbonyl addition reactions to achieve key bond formations. (Figure Presented).
Synthesis of (-)-Probetaenone I: Structural Confirmation of Biosynthetic Precursor of Betaenone B
Miki, Shokyo,Sato, Yoshihiro,Tabuchi, Hiroyasu,Oikawa, Hideaki,Ichihara, Akitami,Sakamura, Sadao
, p. 1228 - 1229 (2007/10/02)
(-)-Probetaenone I (1) has been synthesized by an intramolecular Diels-Alder reaction and, thereby, its structure has been clearly confirmed; in the biosynthesis of betaenone B (2) the stereochemistry of the C-8 hydroxylation of (1) was proved to involve retention of configuration.
