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Total Synthesis of the Pseudoguaianolide (+)‐Confertin
Author(s) -
Quinkert Gerhard,
Schmalz HansGünther,
Walzer Egon,
KowalczykPrzewloka Teresa,
Düner Gerd,
Bats Jan W.
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198700611
Subject(s) - chirality (physics) , stereoselectivity , ring (chemistry) , total synthesis , derivative (finance) , stereochemistry , condensation , block (permutation group theory) , chemistry , mathematics , physics , combinatorics , organic chemistry , chiral symmetry , catalysis , thermodynamics , nuclear physics , financial economics , nambu–jona lasinio model , economics , quark
The potential of the methyl derivative 1b as a chiral building block has been examined following the demonstrated usefulness of the compounds 1a and ent ‐ 1a. . 1b is equipped with the correct sense of chirality and the necessary functionality for stereoselective expansion of the three‐membered ring and condensation of the seven‐membered ring to give ( + )‐confertin 2 . The total synthesis of 2 is the first of an enantiomerically pure pseudoguaianolide.
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