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Stereoselective synthesis of 5-O-carbamoylpolyoxamic acid by [2,3]-Wittig-Still rearrangement

✍ Scribed by Arun K Ghosh; Yong Wang

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
516 KB
Volume
55
Category
Article
ISSN
0040-4020

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✦ Synopsis

Stereoselective [2,

-Wittig rearrangement of E-and Z-allylic stannyl ethers derived from an isopropylidene L-threitol derivative has been investigated. The E-isomer exhibited best diastereoselectivity and the resulting rearrangement product has been converted to protected polyoxamic acid, an amino acid component of many bioactive polyoxins.

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