Enantioselective Synthesis of Bicyclic Tetrahydrofuran Carboxaldehydes from Chiral 3-Stannylbut-1-enyl Carbamates by Tandem Homoaldol/Aldol Reaction
- 1 January 1996
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1996 (01) , 145-148
- https://doi.org/10.1055/s-1996-4173
Abstract
Enantioenriched 8-oxabicyclo[3.2.1]octane-6-carboxaldehydes were obtained by Lewis acid mediated homoaldol reaction of the (1Z,3R)-3-(tributylstannyl)but-1-enyl carbamate [(R)-7] with 1,5-diketones, followed by boron trifluoride mediated intramolecular aldol-type cyclization.Keywords
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