AN UNANTICIPATED RESULT IN THE PD(0) CATALYZED COUPLING OF SODIUM ADENATE WITH CIS-4-ACETYLOXY-2-CYCLOPENTENYL AND CIS-4-T-BUTYLDIMETHYLSILYLOXY-2-CYCLOPENTENYL DIETHYLPHOSPHATE

Authors
Citation
Tt. Curran, AN UNANTICIPATED RESULT IN THE PD(0) CATALYZED COUPLING OF SODIUM ADENATE WITH CIS-4-ACETYLOXY-2-CYCLOPENTENYL AND CIS-4-T-BUTYLDIMETHYLSILYLOXY-2-CYCLOPENTENYL DIETHYLPHOSPHATE, Synthetic communications, 26(6), 1996, pp. 1209-1221
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397911
Volume
26
Issue
6
Year of publication
1996
Pages
1209 - 1221
Database
ISI
SICI code
0039-7911(1996)26:6<1209:AURITP>2.0.ZU;2-W
Abstract
The preparation of adenine regioisomers of (+/-)-cis-4-(TBSO)- and (+/ -)-cis-4-(AcO)-2-cyclopentene is described using either Pd(0) coupling (silyl ether 2) or chloride displacement (acetyl chloride 10). An une xpected difference in reactivity between TBS- and Ac-O-protected allyl phosphates 2 and 7 in Pd(0) catalyzed coupling with sodium adenate wa s observed.