Trifunctionalization of the purine scaffold using Mg and Zn organometallic intermediates.
Starting from an appropriate 6-chloro-2-TMS-purine derivative, a regioselective functionalization of the purine scaffold was achieved successively at positions 8, 6, and 2 via zinc and magnesium intermediates which were generated either by a direct zincation with TMPZnCl·LiCl or by an I/Mg exchange with iPrMgCl.
Department Chemie & Biochemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, 81377 München, Germany.
Silvia
S
Zimdars
Xavier
X
Mollat du Jourdin
François
F
Crestey
Thomas
T
Carell
Paul
P
Knochel
D020650:Combinatorial Chemistry Techniques; D008274:Magnesium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D009942:Organometallic Compounds; D011687:Purines; D008274:Magnesium; D015032:Zinc; C079308:6-chloropurine; C030985:purine