The synthesis of highly functionalized enantiomerically enriched cyclohexanes. An approach to carba-sugars and aminocarba-sugars.

Authors
Couche, E Deschatrettes, R Poumellec, K Bortolussi, M Mandville, G Bloch, R
Citation
E. Couche et al., The synthesis of highly functionalized enantiomerically enriched cyclohexanes. An approach to carba-sugars and aminocarba-sugars., SYNLETT, (1), 1999, pp. 87-89
Citations number
35
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
1
Year of publication
1999
Pages
87 - 89
Database
ISI
SICI code
0936-5214(199901):1<87:TSOHFE>2.0.ZU;2-K
Abstract
Starting from bicyclic hemiesters obtained by enzymatic hydrolysis of meso diesters, polyfunctionalized cyclohexanes were prepared with high stereosel ectivity in a synthetic strategy of few steps involving a Curtius reaction followed by a retro Michael ring opening reaction and reductions. This sequ ence offers a versatile approach to the synthesis of various aminocarba-sug ars.