Two-step synthesis of d1-elaeocarpine, utility of dihydropyridines as a versatile synthetic intermediate

✍ Scribed by Tadamasa Onaka

• Publisher: Elsevier Science
• Year: 1971
• Tongue: French
• Weight: 250 KB
• Volume: 12
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)97451-9

✦ Synopsis

Elaeocrrpine (I) and isoelaeocerpine (II), major alkaloids of Eleeocsrnus polydectylus Schl., h8V8 been proV8d to have 8 unique chromanoindolizidine Sk818tOn by the chemical and X-ray crystallographic investigetions.

18. w8 nOU wish to report an effective method for constructing chromano[3,2-qlpiperidine ring system and 8 two-step synthesis of th8S8 alkaloids by taking 8dV8nt8g8 of this method, in that we want to exemplify the utility of dihydropyridines as 8

Versstile synthetic intermediate.

To design the Synthesis of these alkeloids~2 we h8V8 Conceived V8riOUS II *1 *2 Presented at the 14th Symposium on the Chemistry of Natural Products (Japan), Pukuoka, Oct. 28 1970. Symposium Papers, p. 127. Another Synthesis of the Bane alkaloids was reported simultaneously by T. Tanaka, I. Iijima and Lb. Miyazaki: u., P. 143. See also ref. 3.