Facile Synthesis of Oleanane‐type Pentacyclic Triterpenoids Bearing Hydroxy Groups on D/E Rings. Issue 7 (10th June 2021)

• Record Type: Journal Article
• Authors: Mu, Tong; Xu, Peng; Yu, Biao
• Is Part Of: Asian journal of organic chemistry. Volume 10:Issue 7(2021)
• Page Start: 1752
• Page End: 1755
• Publication Date: 2021-06-10
• Subjects: C−H hydroxylation -- epoxidation -- hydroboration-oxidation -- oleanane -- pentacyclic triterpenoid; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202100316
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: Pentacyclic triterpenoids (PTs) comprise one of the largest class of natural products; many bear higher oxidation state on the D/E rings and exhibit a wide range of biological activities. Here, we report the chemical synthesis of a series of oleanane‐type PTs bearing hydroxy groups on D/E rings from the largely available oleanolic acid by transformations following site‐selective C−H hydroxylation. Abstract : Oleanane‐type pentacyclic triterpenoids bearing hydroxy groups at C15, C16, C21, and C22 are effectively synthesized from oleanolic acid by transformations following site‐selective C−H hydroxylation at C16 and C22.