865872-24-8Relevant academic research and scientific papers
A Catalytic Asymmetric Protecting-Group-Free Total Synthesis of (4 S,5 S)-4,8-Dihydroxy-3,4-dihydrovernoniyne and Its Enantiomer
Ramakrishna, Gujjula V.,Fernandes, Rodney A.
, p. 14127 - 14132 (2019)
A catalytic asymmetric second generation synthesis of (4S,5S)-4,8-dihydroxy-3,4-dihydrovernoniyne has been completed employing the asymmetric dihydroxylation strategy. Further, a four-step protecting-group-free synthesis of the natural product and its enantiomer has been achieved through the modified Knoevenagel reaction, asymmetric dihydroxylation, and Cadiot-Chodkiewicz coupling. The protecting-group-free synthesis is completed in four steps and 41% overall yield.
A convergent synthesis of the [4.4]-spiroacetal-γ-lactones cephalosporolides e and F
Brimble, Margaret A.,Finch, Orla C.,Heapy, Amanda M.,Fraser, John D.,Furkert, Daniel P.,O'Connor, Patrick D.
scheme or table, p. 995 - 1001 (2011/03/19)
A short convergent synthesis of the fungal metabolites cephalosporolides E and F is reported. The key step makes use of a chelation-controlled Mukaiyama aldol reaction to access the key acyclic spiroacetal precursor with the required syn stereochemistry.
Synthesis of the DEF-bis-spiroacetal of spirastrellolide a exploiting a double asymmetric dihydroxylation/spiroacetalisation strategy
Paterson, Ian,Anderson, Edward A.,Dalby, Stephen M.,Lim, Jong Ho,Maltas, Philip,Moessner, Christian
, p. 4186 - 4188 (2007/10/03)
An efficient synthesis of the C26-C40 tricyclic [5,6,6]-bis-spiroacetal segment of the marine macrolide spirastrellolide A has been developed, exploiting a novel double Sharpless asymmetric dihydroxylation/spiroacetalisation sequence. The Royal Society of Chemistry 2006.
Toward the synthesis of spirastrellolide A: Construction of a tetracyclic C26-C40 subunit containing the DEF-bis-spiroacetal
Paterson, Ian,Anderson, Edward A.,Dalby, Stephen M.,Loiseleur, Olivier
, p. 4121 - 4124 (2007/10/03)
(Chemical Equation Presented) A stereocontrolled synthesis of the fully elaborated C26-C40 tricyclic [5,6,6]-bis-spiroacetal of spirastrellolide A containing the C28 chlorine substituent is reported, exploiting asymmetric
A short synthesis of trans-(+)-laurediol
Martín, Tomás,Martín, Víctor S.
, p. 2503 - 2505 (2007/10/03)
A highly convergent and short synthesis of trans-(+)-laurediol is presented. The synthesis features a highly efficient construction of a cis-3- hydroxy-γ-butyrolactone through a Sharpless AD reaction of a β,γ- unsaturated ester. (C) 2000 Elsevier Science Ltd.
