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Toward the Total Synthesis of Haliclonin A: Construction of a Tricyclic Substructure
Author(s) -
Luo ShiPeng,
Guo LianDong,
Gao LongHui,
Li Shuang,
Huang PeiQiang
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201203203
Subject(s) - substructure , closing (real estate) , computer science , key (lock) , salt metathesis reaction , ring (chemistry) , service (business) , chemistry , metathesis , organic chemistry , engineering , political science , structural engineering , polymer , computer security , economy , law , economics , polymerization
Three keys to success : A concise method for the construction of a tricyclic substructure ( 2 ) of haliclonin A ( 1 ) in racemic form is described (see figure). This synthesis features a new Pd‐mediated chemoselective carbonyl–enone coupling reaction, an organocatalytic reaction, and a ring‐closing metathesis reaction for the construction of the macrocyclic ring as key steps.