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Complete Relative Stereochemistry of Maitotoxin
By addressing the relative stereochemistry of the four acyclic portions via organic synthesis, the complete relative stereochemistry of maitotoxin (MTX) has been established as 1B. The relative
A Scaleable Synthesis of Fiduxosin
Fiduxosin (1) has been under development at Abbott Laboratories for the treatment of benign prostatic hyperplasia. A convergent strategy required methodologies for preparation of an enantiomerically
Asymmetric Synthesis of Calyculin C. 2. Synthesis of the C(26)-C(37) Fragment and Model Wittig Couplings.
We report our synthesis of the C(26)-C(37) fragment of serine/threonine protein phosphatase PP1 and PP2A inhibitor calyculin C (1). Outlined in this paper are synthetic approaches to the two
Asymmetric Synthesis of Calyculin C. 1. Synthesis of the C(1)-C(25) Fragment.
The synthesis of the C(1)-C(25) fragment of serine/threonine phosphatase PP1 and PP2A inhibitor, calyculin C, relies on an allylboration strategy for introduction of chirality.
Preparation of pyrrolidine-based PDE4 inhibitors via enantioselective conjugate addition of alpha-substituted malonates to aromatic nitroalkenes.
This sequence was used for the preparation of the PDE4 inhibitor IC86518 and provides pyrrolidinones with two contiguous stereocenters, one of which is quaternary.
Allylation of erythromycin derivatives: introduction of allyl substituents into highly hindered alcohols.
Functionalized erythromycin 9-oxime derivatives are 6-O-allylated under mild conditions using substituted allyl tert-butyl carbonates under palladium(0) catalysis to produce trans-olefinic products.
An efficient synthesis of the taxane-derived anticancer agent ABT-271.
An efficient synthesis was developed which allows the large scale synthesis of ABT-271, a novel taxane possessing a C9-(R)-hydroxyl group which is present in Taxol and Taxotere and evaluated as a potential anticancer agent.
Synthesis of the C-13 side chain precursors of the 9-dihydrotaxane analogue ABT-271.
N-Boc-L-Leucinol was converted to two C-13 side chain precursors of the 9-dihydrotaxane analogue ABT-271, prepared in 44% and 40% overall yield, and with excellent (>98%) stereochemical purity.