Abstract

Stereodefined acyclic polyhydroxylated fragments characteristic to polyketide natural products could be easily prepared in good yields and excellent diastereoisomeric ratios from common and simple enol carbamates. The reaction provides these fragments through a combined, one-pot sequence of metalation, carbamoyl transfer, aldol reaction, and finally Tishchenko reduction. This strategy assembles up to five consecutive stereogenic centers with exceptional stereocontrol. 2009 Elsevier Ltd. All rights reserved.

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