Stille/Diels-Alder reaction sequences: diversity-oriented access to novel steroids |
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| Authors: | Sünnemann Hans Wolf Hofmeister Anja Magull Jörg Banwell Martin G de Meijere Armin |
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| Affiliation: | Institut für Organische und Biomolekulare Chemie and Institut für Anorganische Chemie der Georg-August-Universit?t, Tammannstrasse 2-4, 37077 G?ttingen, Germany. |
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| Abstract: | [reaction: see text] An efficient, diversity-oriented approach to novel steroid analogues possessing a C-5beta configuration begins with the Stille cross-coupling of enantiomerically pure cycloalkenylstannane trans-2 and enol triflate 3. The resulting diene trans-4 engages in Diels-Alder cycloaddition reactions with a range of dienophiles to give, after removal of protecting groups, biologically interesting 6,7-disubstituted steroid analogues. |
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