Prins cyclization: new strategy for the stereoselective total synthesis of Polyrhacitide A.

Autor: Biradar DO; Chemistry, Indian Institute of Chemical Technology, Hyderabad, India.; Maharashtra Mahavidyalaya, Nilanga, India., Mane YD; BSS Arts, Science & Commerce College, Makni, India., Yadav JS; Chemistry, Indian Institute of Chemical Technology, Hyderabad, India., Subba Reddy BV; Chemistry, Indian Institute of Chemical Technology, Hyderabad, India.
Jazyk: angličtina
Zdroj: Natural product research [Nat Prod Res] 2023 Dec 02, pp. 1-11. Date of Electronic Publication: 2023 Dec 02.
DOI: 10.1080/14786419.2023.2288694
Abstrakt: A highly stereoselective total synthesis of polyrhacitide A, a polyketide natural product, has been accomplished by means of Prins cyclisation. The key precursor i.e. anti -1,3-diol for polyrhacitide A has been prepared from trans -2,6-disubstituted-3,4-dihydropyrans. In this approach, Prins cyclisation has successfully been utilised twice for the construction of 1,3-diol unit of polyrhacitide A. The key steps involved in this approach are Jacobsen hydrolytic kinetic resolution, Mitsunobu inversion, Prins cyclisation and Ring-closing metathesis (RCM).
Databáze: MEDLINE