TY - JOUR
T1 - Total synthesis of (-)-mniopetal F, a novel inhibitor of RNA-directed DNA-polymerases
AU - Suzuki, Yoshikazu
AU - Ohara, Aiko
AU - Sugaya, Kenji
AU - Takao, Ken Ichi
AU - Tadano, Kin Ichi
N1 - Funding Information:
We thank Professor W. Steglich (University of München) for sending us copies of the spectra for natural mniopetal F ( 1 H and 13 C NMR and MS). We are grateful to the Japan Interaction in Science and Technology Forum (JIST) for financial support.
Copyright:
Copyright 2007 Elsevier B.V., All rights reserved.
PY - 2001/8/20
Y1 - 2001/8/20
N2 - We have achieved a total synthesis of (-)-mniopetal F, a drimane-type sesquiterpenoid which inhibits the reverse transcriptase activity of the human immunodeficiency virus (HIV)-1. The key step in our enantiospecific synthesis is a stereoselective intramolecular Diels-Alder reaction, in which the π-facial selectivity is controlled by the stereoelectronic effect of a trialkylsilyloxy substituent existing adjacent to the dienophile part.
AB - We have achieved a total synthesis of (-)-mniopetal F, a drimane-type sesquiterpenoid which inhibits the reverse transcriptase activity of the human immunodeficiency virus (HIV)-1. The key step in our enantiospecific synthesis is a stereoselective intramolecular Diels-Alder reaction, in which the π-facial selectivity is controlled by the stereoelectronic effect of a trialkylsilyloxy substituent existing adjacent to the dienophile part.
KW - Biologically active compounds
KW - Diels-Alder reactions
KW - Katsuki-Sharpless reactions
KW - Terpenes and terpenoids
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U2 - 10.1016/S0040-4020(01)00686-X
DO - 10.1016/S0040-4020(01)00686-X
M3 - Article
AN - SCOPUS:0035921061
VL - 57
SP - 7291
EP - 7301
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 34
ER -