Absolute stereochemistries and total synthesis of (+)/(−)-macrosphelides, potent, orally bioavailable inhibitors of cell–cell adhesion
摘要：
In the current studies, we used the single-crystal X-ray analysis and Kakisawa–Kashman modification of the Mosher NMR method to determine the complete relative and absolute stereochemistries of the (+)-macrosphelides A (+)- 1 and B (+)- 2. The stereostructure of (+)- 2 was determined by chemical comparison with artificial (+)- 2 from (+)- 1. We also report the convergent total synthesis of (+)- 1 and (+)- 3, as well as their antipodes, utilizing an asymmetric dihydroxylation for introduction of chirality and Yamaguchi macrocyclization to form the 16-membered trilactone macrolides.
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DOI：
10.1016/j.tet.2005.02.022
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年份：
2005
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Tetrahedron
2005
引用走势
2010
被引量：62
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