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Stereoselective Total Synthesis of (+)-7-Deoxy-trans-Dihydronarciclasine

초록/요약

A concise and protecting group-free stereoselective total synthesis of (+)-7-deoxy-trans- dihydronarciclasine, a potent anti-tumor isocarbostyril alkaloid natural product, has been accomplished in 10 steps in 6.3% overall yield from the readily available optically pure diol. Highlights of the synthesis comprise early-stage diastereoselective direct syn-allylation at C(10b), Felkin–Anh-controlled syn-vinylation to set the stereocenter at C(4), and a late-stage stereocontrolled installation of the diaxial diol at C(2)/C(3) of the C ring.

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목차

I. Introduction 1
II. Results and Discussion 3
III. Conclusion 12
IV. Experimental Section 13
1. Materials and Methods 13
2. Full Experimental Procedures and Analytical Data Compounds 15
V. References 24
VI. Appendix 27

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