Regioselectivities in Fe(III)‐catalyzed Cycloisomerization Reactions of γ‐Allenyl Alcohols

Bulletin of the Korean Chemical Society

Kwang‐¹  Seung Wook Kim¹  Eun Joo Kang¹  Jae Hyung Kim²  Min Seok Jung²  Hyun Ahn² 

[1] 701 Korea;Department of Applied Chemistry Kyung Hee University Yongin 449‐

关键词: Iron catalyst;    Allene;    Cyclization;    Isomerization;    Tetrahydrofuran;   

DOI  :  10.1002/bkcs.10581

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Iron‐catalyzed intramolecular hydroalkoxylation reactions of allenes were performed to provide various tetrahydrofurans by regioselective 5‐exo cyclization pathway, as the Lewis acidic activation of Fe(III) salts toward unsaturated CC bonds, allenes and alkenes. Cyclohexyl substituted allenes especially isomerized to dienes at a rapid rate, which underwent a competing 6‐endo cyclization mode. The plausible mechanism was presented by experimental results of the reaction intermediates and computational study of Fe‐allene and Fe‐diene complexes.

【 授权许可】

Unknown