Synthesis of 1,4-dideoxy-1,4-iminoheptitol and 1,5-dideoxy-1,5-iminooctitols from d-xylose

The synthesis of iminosugars from inexpensive d-xylose in high yields has been developed. The key step in this synthesis involves Wittig olefination or chelation-controlled attack of Grignard reagents on lactol and ring-closing metathesis using first or second generation Grubbs’ catalysts.

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