z-logo
Premium
Total Synthesis of Aspergillide A and B Based on the Transannular Oxy‐Michael Reaction
Author(s) -
Kanematsu Makoto,
Yoshida Masahiro,
Shishido Kozo
Publication year - 2011
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.201007327
Subject(s) - michael reaction , tetrahydropyran , metathesis , total synthesis , chemistry , salt metathesis reaction , stereochemistry , organic chemistry , ring (chemistry) , catalysis , polymer , polymerization
Keys to the kingdom : A highly efficient and diastereoselective transannular oxy‐Michael reaction for the construction of the syn ‐ and anti ‐tetrahydropyran units from a common 14‐membered macrolactone is the key step for the total synthesis of aspergillide A and B (see scheme; CM=cross‐metathesis, HWE=Horner–Wadsworth–Emmons, TBS= tert ‐butyldimethylsilyl).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom