Total Synthesis of the Proposed Structure of Penasulfate A: l -Arabinose as a Source of Chirality
Author(s) -
Yangguang Gao,
Zhou Cao,
Qiang Zhang,
Rui Guo,
Fei Ding,
Qingliang You,
Jingjing Bi,
Yongmin Zhang
Publication year - 2019
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/acs.jnatprod.9b00245
Subject(s) - stereochemistry , total synthesis , olefin metathesis , yield (engineering) , chirality (physics) , sequence (biology) , olefin fiber , chemistry , enantioselective synthesis , metathesis , coupling (piping) , combinatorial chemistry , catalysis , organic chemistry , physics , biochemistry , materials science , nambu–jona lasinio model , chiral symmetry breaking , quantum mechanics , polymerization , thermodynamics , quark , polymer , metallurgy
The total synthesis of putative penasulfate A was effectively achieved by a convergent strategy with a longest linear sequence of 14 steps and overall yield of 8.6%. The highlights of our strategy involved an E -selective olefin cross-metathesis, Suzuki cross-coupling, and a copper(I)-catalyzed coupling reaction.
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