Convergent Total Synthesis of Kalmanol

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 27, 2024

Abstract Kalmanol ( 1 ) is the first isolated kalmane‐type grayanoid featuring a highly oxidized 5/8/5/5 tetracyclic carbon skeleton and 9 contiguous stereocenters. We have accomplished efficient asymmetric total synthesis of in 16 steps from known compounds (20 commercially available starting materials) by modular synthetic strategy. A intermediate was prepared convergent manner through Grignard reaction subsequent ring‐closing metathesis two enantiomerically enriched fragments. The polyhydroxy groups were introduced late‐stage stereo‐ regioselective oxidations.

Язык: Английский

Convergent Total Synthesis of Kalmanol

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 27, 2024

Abstract Kalmanol ( 1 ) is the first isolated kalmane‐type grayanoid featuring a highly oxidized 5/8/5/5 tetracyclic carbon skeleton and 9 contiguous stereocenters. We have accomplished efficient asymmetric total synthesis of in 16 steps from known compounds (20 commercially available starting materials) by modular synthetic strategy. A intermediate was prepared convergent manner through Grignard reaction subsequent ring‐closing metathesis two enantiomerically enriched fragments. The polyhydroxy groups were introduced late‐stage stereo‐ regioselective oxidations.

Язык: Английский