A Concise Asymmetric Total Synthesis of (+)-8-Epigrosheimin via Catalyst-Free Tandem Allylboration–Lactonization.

Autor: Maity, Dhananjoy, Maity, Ramkrishna, Jana, Manoranjan, Hajra, Saumen
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Zdroj: Synlett; Dec2024, Vol. 35 Issue 20, p2542-2546, 5p
Abstrakt: A concise and scalable asymmetric synthesis of (+)-8-epigrosheimin is reported in nine steps using only three column chromatographic purifications with an overall yield 47.0% from (R)-(–)-carvone. Two synthetic routes are evaluated by catalyst-free tandem allylboration–lactonization of two carvone-derived aldehydes and subsequent ene cyclization, where strategy via Lee–Lay aldehyde is found to be more effective for 8-epigrosheimin. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index