Efficient Enantio- and Diastereodivergent Synthesis of Poison-Frog Alkaloids 251O and trans-223B

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• 作者：Naoki Toyooka ; Dejun Zhou ; Hideo Nemoto ; Yasuhiro Tezuka ; Shigetoshi Kadota ; Nirina R. Andriamaharavo ; H. Martin Garraffo ; Thomas F. Spande ; John W. Daly
• 刊名：Journal of Organic Chemistry
• 出版年：2009
• 出版时间：September 4, 2009
• 年：2009
• 卷：74
• 期：17
• 页码：6784-6791
• 全文大小：830K
• 年卷期：v.74,no.17(September 4, 2009)
• ISSN：1520-6904

文摘

An efficient and flexible synthesis of poison-frog alkaloids 251O and trans-223B has been achieved by using for both alkaloids an enantiodivergent process starting from the common lactam 1. The relative stereochemistry of 251O and trans-223B was determined to be 7 (R = n-C₇H₁₅, R′ = n-Pr) and 14 by the present enantioselective synthesis.