Synthesis of Enantiopure 1-Alkoxyallenes and their 3-Alkylated Derivatives

Abstract

A series of enantiopure 1-alkoxyallenes 1a-1f was prepared starting from propargyl bromide and the corresponding optically active alcohols via propargyl ethers 3a-3f as intermediates. In addition, disubstituted enantiopure allene derivatives 5a-5c were synthesized by isomerization of the corresponding alkynes 4a-4c. Allene derivative 5a was also prepared via an alternative route with 1-trimethylsilylallene derivative 6a as crucial intermediate.

alkynes - allenes - isomerization - carbohydrates - asymmetric synthesis

References and Notes

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Hausherr, A.; Reissig, H.-U. manuscript in preparation.

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