Synthesis of (+)-laurencin

RA Robinson, JS Clark, AB Holmes

Index: Robinson; Clark; Holmes Journal of the American Chemical Society, 1993 , vol. 115, # 22 p. 10400 - 10401

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Citation Number: 50

Abstract

a 55: 45 separable mixture of diastereoisomeric alcohols, the major isomer affording the acetate 16. The minor diastereoisomer could be recycled to the required isomer by an oxidation-reduction seq~ ence.'~ Debenzylation with boron trichloride-dimethyl sulfide complexZo in dichloromethane at room temperature unmasked the secondary alcohol 17, which was cleanly inverted to the bromo derivative 18 with DIPHOS-Br2 in remarkably ...