885322-70-3Relevant academic research and scientific papers
Concise asymmetric total synthesis of obolactone
Zhang, Jiyong,Li, Yang,Wang, Wenkuan,She, Xuegong,Pan, Xinfu
, p. 2918 - 2921 (2006)
The first efficient asymmetric synthesis of obolactone 1 has been accomplished in 11 steps and with a 15% overall yield in which Brown's enantioselective allylation reactions and ring-closing metathesis reaction are key steps.
Spiro[3.5]nonenyl Meroterpenoid Lactones, Cryptolaevilactones G-L, an Ionone Derivative, and Total Synthesis of Cryptolaevilactone M from Cryptocarya laevigata
Tsurumi, Fumika,Miura, Yuta,Nakano, Misaki,Saito, Yohei,Fukuyoshi, Shuichi,Miyake, Katsunori,Newman, David J.,O'Keefe, Barry R.,Lee, Kuo-Hsiung,Nakagawa-Goto, Kyoko
, p. 2368 - 2378 (2019/10/02)
A CH3OH-CH2Cl2 (1:1) extract (N025439) of the leaves and twigs of Cryptocarya laevigata furnished eight new compounds, 1-8. Based on extensive 1D and 2D NMR spectroscopic data examination, the new δ-lactone derivatives 1-6 are monoterpene-polyketide hybrids containing a unique spiro[3.5]nonenyl moiety. Their trivial names, cryptolaevilactones G-L, follow those of the related known meroterpenoids cryptolaevilactones A-F. Cryptolaevilactone L (6) contains 11,12-cis-oriented substituents, while the other cryptolaevilactones contain trans-oriented groups. The structure of the linear δ-lactone 7, cryptolaevilactone M, was characterized from various spectroscopic data analysis, and the absolute configuration was determined by total synthesis through stereoselective allylation and Grubbs olefin metathesis. Compound 8 was elucidated to be an ionone derivative with a 3,4-syn-diol functionality.
