Annulated pyranosides, synthesis

N. Naz, T. H. Al-Tel, Y. Al-Abed, and W. Voelter, Synthesis of polyfunctionalized bis-annulated pyranosides Useful intermediates for triquinane synthesis, Tetrahedron Lett. 35 8581 (1994). 

I. Marco-Contelles and J. Ruiz-Caro, Iridoids from carbohydrates via Pauson-Khand reaction synthesis of advanced highly oxygenated cyclopentane-annulated pyranosides from D-glucal derivatives,. /. Org. Chem., 64 (1999) 8302-8310. 

The synthesis of bis-annulated pyranosides by use of the Pausen-Khand reaction is exemplified in Scheme 4. Other examples are described starting from 2-0-propargyl-3,4-unsaturated derivatives. ... 

The synthesis and use of glycal derivatives in the preparation of staurosporine and en/-staurosporine is mentioned in Chapter 24 and an investigation into the isomerization of 2-oxo-pyranosides in pyridine affording a hydroxyenone product is covered in Chapter 15. The synthesis of a 1,2-unsaturated C-2 branched, 3,4-annulated sugar from a 2,3-unsaturated pyranose bearing a 4-0-allyl substituent is covered in Chapter 14. 

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