The Journal of organic chemistry

Fully stereocontrolled syntheses of 3-oxacarbacyclin and carbacyclin by the conjugate addition-azoalkene-asymmetric olefination strategy

M Kim, HJ Gais

Index: Fox, Martin E.; Jackson, Mark; Lennon, Ian C.; McCague, Raymond; Parratt, Julian S. Advanced Synthesis and Catalysis, 2002 , vol. 344, # 1 p. 50 - 56

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Citation Number: 19

Abstract

... (II) (i-Bu) 2 AlH, THF, 0 °C. (III) (a) Bu 4 NHSO 4 , 50% NaOH, BrCH 2 COOt-Bu, CH 2 Cl 2 , rt; (b) Bu 4 NF, THF, rt. (IV) MeOH, 1 N NaOH, NaH 2 PO 4 , pH 4−5, rt. ... Experimental Section. (−)-(E)-N'-((3a'S,4'R,6a'R)-4'-((S,E)-3-(tert-Butyldimethylsilyloxy)oct-1-enyl)-5,5-dimethyldi.