Synthesis of the Southern FGHI Ring System of Azaspiracid??1 and Investigation into the Controlling Elements of C28??and C36??Ketalization

XT Zhou, L Lu, DP Furkert, CE Wells…

Index: Zhou, Xiao-Ti; Lu, Liang; Furkert, Daniel P.; Wells, Charles E.; Carter, Rich G. Angewandte Chemie - International Edition, 2006 , vol. 45, # 45 p. 7622 - 7626

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Citation Number: 32

Abstract

from the commercially available oxazolidinone 13.[5] Treatment of 9 with methyllithium yielded the methyl ketone 14. Next, conversion of 14 into the enol triflate followed by palladium-catalyzed coupling gave the allyl silane 15. Removal of the benzyl ether was accomplished by using sodium naphthalenide. Finally, Mitsunobu reaction gave the phthalimide 8.