Synthesis of polycyclic β-lactams from d-glucose derived chiral template via substrate-controlled radical cyclization

…, A Jayanthi, K Thiagarajan, VG Puranik, BM Bhawal

文献索引：Deshmukh, Abdul Rakeeb A. S.; Jayanthi, Arumugam; Thiagarajan, Kamanan; Puranik, Vedavati G.; Bhawal, Baburao M. Synthesis, 2004 , # 18 p. 2965 - 2974

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被引用次数: 6

摘要

Abstract A highly stereoselective and substrate-controlled synthesis of polycyclic β-lactams from d-glucose derived chiral template via intramolecular radical cyclization is described. The cyclization is highly substrate dependant, proceeding via 6-exo and 7-endo heptenyl type radical cyclization with the radical acceptor allyl group at N-1 and the radical progenitor on a sugar moiety, anchored to the β-lactam ring at C-4. The mode of radical cyclization in ...