The Journal of Organic Chemistry

Synthesis and chemistry of a stabilized dehydrosecodine model system

RM Wilson, RA Farr, DJ Burlett

文献索引：Wilson, Marshall R.; Farr, Robert A.; Burlett, Donald J. Journal of Organic Chemistry, 1981 , vol. 46, # 16 p. 3293 - 3302

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被引用次数: 12

摘要

A stabilized dehydrosecodine analogue bearing carbomethoxy groups in the 3-and 5- positions of the di-hydropyridine moiety has been prepared and its chemistry studied. Two novel procedures have been developed for this synthesis:(1) the Lewis acid assisted cleavage of an activated indole ether with trimethylsilyl cyanide to form a cyano alcohol and (2) the oxidation of 2-(a-substituted ethy1) indoles with tert-butyl hypochlorite to form the ...