An asymmetric synthesis of D-1,6-Diepicastanospermine
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D-1,6-Diepicastanospermine has been prepared via reaction of an allylstannane with the arabinose derivative 1a. This reaction was almost 100 % stereoselective, but the corresponding allylations of aldehydes 1b-d gave mixtures of isomers. Variable stereodifferentiation in these reactions can be attributed to the influence of the distal (γ) chiral center. © 1992.
author list (cited authors)
Burgess, K., & Chaplin, D. A.