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

页码：1517 / 1523

页数：7

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