The Journal of organic chemistry

Tandem double-intramolecular [4+ 2]/[3+ 2] cycloadditions of nitroalkenes. Studies toward a total synthesis of daphnilactone B: piperidine ring construction

SE Denmark, RY Baiazitov

Index: Denmark, Scott E.; Baiazitov, Ramil Y. Journal of Organic Chemistry, 2006 , vol. 71, # 2 p. 593 - 605

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Citation Number: 61

Abstract

Two model studies in support of a total synthesis of the complex polycyclic alkaloid daphnilactone B have been completed. The objectives of the models studies were to demonstrate the use of a tandem double-intramolecular [4+ 2]/[3+ 2] nitroalkene cycloaddition for the stereocontrolled construction of four of the rings in the core of the natural product. The first model study established the ability to create a pyrrolidine ring ...