Stereoselective Synthesis of Stagonolide G from d-Mannitol

The structure for the synthesized stagonolide G has been revised according to the structure given in Org. Lett. 2010, 12, 5752. The final product in Scheme 4 is thus revised as per the new data available from the reference cited above.

Scheme 4 Reagents and conditions: (a) 2,4,6-trichlorobenzoyl chloride, Et3N, anhyd THF, r.t., 2 h, DMAP, toluene, r.t.; (b) HF-pyridine, anhyd THF, 0 ˚C→r.t.; (c) Grubbs II catalyst, anhyd CH2Cl2, reflux; (d) Na, liq NH3, anhyd THF, -78 ˚C

Reference

Angulo-Pachün, C. A.; Díaz-Oltra, S.; Murga, J.; Carda, M.; Alberto Marco, J. Org. Lett. 2010, 12, 5752.