Palladium-catalyzed allylic allenylation of homoallyl alcohols with propargylic carbonates

被引：3

作者：

Zhou, Ping-Xin ^{[1
]}

Wang, Murong ^{[1
]}

Li, Xiang ^{[1
]}

Du, Xueyan ^{[1
]}

Yang, Xiaozhe ^{[1
]}

Wang, Han ^{[1
]}

Sun, Tangqiang ^{[3
]}

Ren, Feng ^{[1
,2
]}

Liang, Yong-Min ^{[4
]}

机构：

[1] Xinxiang Med Univ, Sch Basic Med Sci, Xinxiang, Peoples R China

[2] Xinxiang Med Univ, Henan Int Joint Lab Immun & Targeted Therapy liver, Xinxiang, Peoples R China

[3] Xinxiang Med Univ, Coll Pharm, Xinxiang, Peoples R China

[4] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 08期

关键词：

TOSYLHYDRAZONE INSERTION REACTION; HIGHLY EFFICIENT SYNTHESIS; ARYL HALIDES; COUPLING REACTION; ALLENES; ALLYLATION; REAGENTS; ALLENYLPHOSPHONATES; ACETATES; BEARING;

D O I：

10.1039/d3qo00025g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed reaction of homoallyl alcohols with propargylic carbonates was realized via oxidative addition/decarboxylation/retro-allylation. The reaction proceeds with a wide substrate scope by using readily available starting materials, which provides a new and efficient method to synthesize a series of tri- and tetra-substituted allyl allenes.

引用

页码：2033 / 2038

页数：6

共 50 条

[31] Palladium-catalyzed dehydrative allylation of hypophosphorous acid with allylic alcohols
Bravo-Altamirano, Karla
Montchamp, Jean-Luc
ORGANIC LETTERS, 2006, 8 (18) : 4169 - 4171
[32] Palladium-Catalyzed Isomerization of exo-Methylenic Allylic Alcohols
Fordred, Paul S.
Niyadurupola, D. Gangani
Wisedale, Richard
Bull, Steven D.
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (14-15) : 2310 - 2314
[33] PALLADIUM-CATALYZED REACTIONS OF VINYLIC HALIDES WITH ALLYLIC ALCOHOLS AND AMINES
HECK, RF
KAO, LC
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1981, 181 (MAR): : 48 - PETR
[34] Palladium-Catalyzed Enantioselective Intermolecular Coupling of Phenols and Allylic Alcohols
Sigman, Matthew S. (sigman@chem.utah.edu), 1600, American Chemical Society (138):
[35] Palladium-catalyzed oxidation of primary and secondary allylic and benzylic alcohols
Peterson, KP
Larock, RC
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10): : 3185 - 3189
[36] PALLADIUM-CATALYZED PHENYLATION OF ALLYLIC 1-PERFLUOROALKYL ALCOHOLS
VONWERNER, K
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 136 (03) : 385 - 387
[37] Palladium-Catalyzed Direct Amination of Allylic Alcohols at Room Temperature
Gao, Bao
Li, Lixin
Zhang, Guoying
Huang, Hanmin
ORGANIC SYNTHESES, 2016, 93 : 341 - +
[38] SYNTHESIS OF ALLYLIC ARYL ETHERS VIA PALLADIUM-CATALYZED DECARBOXYLATION OF ALLYLIC ARYL CARBONATES
LAROCK, RC
LEE, NH
TETRAHEDRON LETTERS, 1991, 32 (44) : 6315 - 6318
[39] Palladium-Catalyzed Direct Amination of Allylic Alcohols in Aqueous Media
Du, Zhengyin
Yan, Yufei
Fu, Ying
Wang, Kehu
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (06) : 812 - 818
[40] Palladium-Catalyzed Direct Amination of Allylic Alcohols at Room Temperature
Wang, Maorong
Xie, Yinjun
Li, Jiawen
Huang, Hanmin
SYNLETT, 2014, 25 (19) : 2781 - 2786

← 1 2 3 4 5 →