Construction of Chiral Spiro-Bridged Rings with Four Consecutive Stereocenters via Dearomative Diels–Alder Reactions of Anthracenes DOI

Gaofei Yang,

Longqing Yang, Zhenzhong Liu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 14, 2025

A highly diastereo- and enantioselective dearomative Diels-Alder reaction was accomplished by chiral N,N'-dioxide/Mg(II) complex catalyst. Various anthracene derivatives methyleneindolinones efficiently transformed into the corresponding spiro-bridged cyclic products with four consecutive stereocenters in good yields, excellent dr er values under mild conditions (46 examples, up to 99% yield, >19:1 dr, >99:1 er). Gram-scale synthesis of their further transformations were feasible. On basis theoretical calculation, possible working modes provided understand origin stereoselectivity this transformation.

Язык: Английский

Construction of Chiral Spiro-Bridged Rings with Four Consecutive Stereocenters via Dearomative Diels–Alder Reactions of Anthracenes DOI

Gaofei Yang,

Longqing Yang, Zhenzhong Liu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 14, 2025

A highly diastereo- and enantioselective dearomative Diels-Alder reaction was accomplished by chiral N,N'-dioxide/Mg(II) complex catalyst. Various anthracene derivatives methyleneindolinones efficiently transformed into the corresponding spiro-bridged cyclic products with four consecutive stereocenters in good yields, excellent dr er values under mild conditions (46 examples, up to 99% yield, >19:1 dr, >99:1 er). Gram-scale synthesis of their further transformations were feasible. On basis theoretical calculation, possible working modes provided understand origin stereoselectivity this transformation.

Язык: Английский

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