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Total Synthesis and Structure Assignment of (+)‐Hexacyclinol
Author(s) -
Porco John A.,
Su Shun,
Lei Xiaoguang,
Bardhan Sujata,
Rychnovsky Scott D.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200602854
Subject(s) - total synthesis , intramolecular force , stereoselectivity , natural product , monomer , chemistry , stereochemistry , combinatorial chemistry , catalysis , organic chemistry , polymer
Structure assigned : The revised structure of (+)‐hexacyclinol ( 1 ) proposed recently was confirmed following the total synthesis of the natural product. The synthesis was designed around the highly stereoselective Diels–Alder dimerization of an epoxyquinol monomer, followed by intramolecular acid‐catalyzed cyclization.