Synthesis and configurational assignments

THE USE OF CARBOHYDRATES IN THE SYNTHESIS AND CONFIGURATIONAL ASSIGNMENTS OF OPTICALLY ACTIVE, NON-CARBOHYDRATE COMPOUNDS... 

Inch, T. D., The Use of Carbohydrates in the Synthesis and Configurational Assignments of Optically Active, Non-carbohydrate Compounds, 27, 191-225... 

Inch, T D, The use of carbohydrates in the synthesis and configurational assignment of optically active non-carbohydrate compounds, Adv. Carbohydr. Chem. Biochem., 27, 191-225, 1972. 

The natural occurrence of 24,25- and 25,26-dihydroxyvitamin D metabolites has led to studies of their synthesis and configurational assignment via the initial preparation of the correspondingly substituted cholesterol derivatives. Initial approaches to these compounds were carried out on oxidized forms of A24- or A25-steroids (98, 142, 154, 155, 169, 170) or by reduction of the ketol (46) (5i). In these cases, almost equal amounts of the diasteroisomeric epoxides or diols were obtained because the newly formed asymmetric position was too distant from a chiral center (i. e., at C-17 or C-20) for stereoselective induction. 

H. Stafford, J. 2004. Synthesis of antimicrofilament marine macrolides Synthesis and configurational assignment of a C5-C15 degradation fragment of reidispongiolide A. Proc. Natl. Acad. Set 101 11986-11991. 

Paterson, I, Britton, R, Delgado, 0, Meyer, A, and Poullennec, K.G. (2004) Total synthesis and configurational assignment of (-)-dictyostatin, a microtubule-stabilizing macrolide of marine sponge origin. Angew. Chem. Int. Ed., 43,4629-4633. 

Shin, C., M. Hayakawa, K. Mikami, and J. Yoshimura Synthesis and Configurational Assignments of Albonoursin and Its Three Geometric Isomers. Tetrahedron Letters 1977, 863. 

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