36399-21-0Relevant articles and documents
MANGANESE-MEDIATED ALLYL ADDITION TO ENOLIZABLE ALDEHYDE AND KETONES. AN APPROACH FOR INTRODUCTION OF ACETONYL SIDE CHAIN AT C(9) OF ANTHRACYCLINE ANTIBIOTICS
Hiyama, Tamejiro,Sawahata, Miwa,Kusano, Yukari
, p. 611 - 612 (1985)
Allyl addition to enolizable aldehyde and ketones is achieved efficiently with manganese reagents generated by the reaction of allyl bromide with MnCl2-LiAlH4 or Mn powder.The Wacker oxidation of the β-tetralone adducts gives an acetonyl moiety typical to an anti-tumor antibiotic, feudomycin.
Copper-Catalyzed Regioselective Borocarbonylative Coupling of Unactivated Alkenes with Alkyl Halides: Synthesis of β-Boryl Ketones
Wu, Fu-Peng,Yuan, Yang,Schünemann, Claas,Kamer, Paul C. J.,Wu, Xiao-Feng
supporting information, p. 10451 - 10455 (2020/05/08)
The borocarbonylative coupling of unactivated alkenes with alkyl halides remains a challenge. In this communication, a Cu-catalyzed borocarbonylative coupling of unactivated alkenes with alkyl halides for the synthesis of β-boryl ketones has been developed. A broad range of β-boryl ketone derivatives was prepared in moderate to excellent yields with complete regioselectivity.
Merging metathesis and photochemical Csp3-H activation: Access to masked β-formyl hexanolides and their rearrangement to furofuranones
Glenadel, Quentin,Nassar, Youssef,Raffier, Ludovic,Veys, Sebastiaan,Piva, Olivier
, p. 5367 - 5373 (2018/07/06)
β-Masked formyl hexanolides were prepared by a three-step sequence including esterification of homoallylic alcohols, ring-closing metathesis and the photochemically induced addition of dioxanyl radical. When treated under oxidative conditions, the adducts underwent cleavage of the ketal group leading after rearrangement to parent furofuranones, structures found in some biological active compounds.
