Pd-Catalyzed Allylic Substitution of Azo-Ene Adducts Enables Net Allylic C-H Alkylation of Allylic Alcohols

被引：0
|
作者：
Kuroda, Yusuke [1 ,2 ]
Chiba, Takumi [1 ]
Kawajiri, Moe [1 ]
Takasu, Kiyosei [1 ]
机构：
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Kyoto 6068501, Japan
[2] Res Fdn ITSUU Lab, Kawasaki, Kanagawa 2130012, Japan
来源：
ORGANIC LETTERS | 2025年 / 27卷 / 06期
关键词：
BICYCLIC HYDRAZINES; STEREOSELECTIVE-SYNTHESIS; SINGLET OXYGEN; FUNCTIONALIZATION; OXIDATION; REAGENTS; STRATEGY; TRIAZOLINEDIONES; REGIOCONTROL; NUCLEOPHILES;
D O I：
10.1021/acs.orglett.5c00049
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We present a protocol for a regioselective allylic C-H alkylation of allylic alcohols, consisting of a sequential azo-ene reaction and attendant Pd-catalyzed allylic substitution with Grignard reagents. Notable features of this work include: (1) regioselective C(sp3)-C(sp3) bond formation is achieved under Pd-catalysis, and (2) the allylic substitution proceeds with retention of configuration at the electrophilic allylic carbon as well as the olefin geometry.
引用
收藏
页码：1517 / 1523
页数：7
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