Preparation of functionalized cyclic enol phosphates by halogen-magnesium exchange and directed deprotonation reactions.
Cyclic enol phosphates were magnesiated by a halogen/magnesium exchange reaction or deprotonation using TMP-derived magnesium amide bases. The resulting magnesium reagents react readily with a wide range of electrophiles like allyl bromides and acid chlorides or can be used in Pd-catalyzed cross-coupling reactions. Several optically pure enol phosphates were prepared starting from readily available d-(+)-camphor derivatives.
Piller
Fabian M
FM
Ludwig-Maximilians-Universität München Department Chemie Butenandtstrasse 5-13, Haus F, Germany.
Bresser
Tomke
T
Fischer
Markus K R
MK
Knochel
Paul
P
D002164:Camphor / Q000737:chemistry; D002384:Catalysis; D003516:Cycloparaffins / Q000138:chemical synthesis* / Q000737:chemistry; D006219:Halogens / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry; D008274:Magnesium / Q000737:chemistry*; D010710:Phosphates / Q000138:chemical synthesis* / Q000737:chemistry; D011522:Protons; D013329:Structure-Activity Relationship
D003516:Cycloparaffins; D006219:Halogens; D007202:Indicators and Reagents; D010710:Phosphates; D011522:Protons; D002164:Camphor; D008274:Magnesium