Simple, one-pot procedure for the generation of homoallylic alcohols from Barbier-type allylation of gem-diacetates in the presence of β-cyclodextrin in water

被引：9

作者：

Reddy, M. Somi ^{[1
]}

Narender, M. ^{[1
]}

Nageswar, Y. V. D. ^{[1
]}

Rao, K. Rama ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHETIC COMMUNICATIONS | 2007年 / 37卷 / 12期

关键词：

allylbromide; beta-cyclodextrin; gem-diacetates; homoallylic alcohols; water;

D O I：

10.1080/00397910701356371

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and highly efficient allylation of gem-diacetates using allylbromide has been developed in aqueous medium catalyzed by beta-cyclodextrin in the presence of Zn-mediated Barbier-type allylation to afford the corresponding homoallylic alcohols in good yields. The beta-cyclodextrin can be recovered and reused for a number of runs without significant loss of activity.

引用

页码：1983 / 1988

页数：6

共 5 条

[1] Direct Barbier-type allylation of aromatic acetals and dioxolanes in the presence of β-cyclodextrin in water
Surendra, K
Krishnaveni, NS
Rao, KR
TETRAHEDRON LETTERS, 2006, 47 (13) : 2133 - 2136
[2] A Simple One Pot Procedure For The Generation of Homoallylic Alcohols From Acetals And Amino Acetals
Tetrahedron Lett, 29 (5217):
[3] A simple one pot procedure for the generation of homoallylic alcohols from acetals and amino acetals
McCluskey, A
Mayer, DM
Young, DJ
TETRAHEDRON LETTERS, 1997, 38 (29) : 5217 - 5218
[4] A Simple and Efficient One-Pot Synthesis of 3-Acylisoxazolines from Alcohols and α-Nitro Ketones in the Presence of NaHSO4/SiO2
Aoyama, Tadashi
Itoh, Ken-ichi
Hanzawa, Takuya
Meguro, Natsumi
Osanai, Miki
Hayakawa, Mamiko
Ouchi, Akihiko
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (45) : 6363 - 6368
[5] Direct Synthesis of γ-Keto Sulfones from Allylic Alcohols: One-Pot Palladium(II)-Catalyzed Generation of Enones Followed by Water-Mediated 1,4-Addition of Organosulfinates
Vellakkaran, Mari
Andappan, Murugaiah M. S.
Nagaiah, Kommu
Nanubolu, Jagadeesh Babu
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (21) : 3575 - 3583

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