Mechanistic Investigation of the Domino Oxy-Cope/Ene/Claisen Reaction and Its Application to the Synthesis of Desdimethyl Ambliol B

Abstract

We report an efficient and highly diastereoselective oxy-Cope/ene/Claisen reaction for the synthesis of decalin frameworks possessing four contiguous stereogenic centers. A detailed mechanistic investigation and its application to a short and protecting group free synthesis of desdimethyl ambliol B are presented.

Key words

oxy-Cope/ene/Claisen - domino - sigmatropic - diastereo­selectivity - macrocycle

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