Aj. Fairbanks et al., SYNTHESIS OF CYCLOPENTANE SPIROHYDANTOINS BY ALDOL CYCLIZATIONS - AN APPROACH TO HIGHLY SUBSTITUTED ALPHA-CYCLOPENTANE AMINO-ACIDS, Tetrahedron letters, 34(49), 1993, pp. 7953-7956
Efficient but reversible aldol condensations of 2-azido-5-formyl-1,5-l
actones provide short routes to precursors for alpha-cyclopentane amin
o acids, some aminopseudosugars and spirohydantoins of cyclopentanes w
ith control of the stereochemistry at all 5 carbons bearing functional
groups. The effects of some of the compounds on human liver glycosida
ses are described.