First sequential Mukaiyama-Michael reaction/crossed-Claisen condensation using two molar ketene silyl acetals and one molar α,β-unsaturated esters promoted by a NaOH catalyst

被引：9

作者：

Tamagaki, Hiroaki ^{[1
]}

Nawate, Yuuya ^{[1
]}

Nagase, Ryohei ^{[1
]}

Tanabe, Yoo ^{[1
]}

机构：

[1] Kwansei Gakuin Univ, Dept Chem, Sch Sci & Technol, Sanda, Hyogo 6691337, Japan

来源：

CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 32期

关键词：

ENOL ETHERS; CARBONYL-COMPOUNDS; ACID-CHLORIDES; METHYL-ESTERS; EFFICIENT;

D O I：

10.1039/c0cc01110j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The NaOH-catalyzed first sequential Mukaiyama-Michael reaction/crossed-Claisen condensation is developed using two molar ketene silyl acetals and one molar alpha,beta-unsaturated esters in either a stepwise or one-pot manner.

引用

页码：5930 / 5932

页数：3

共 4 条

[1] The Catalytic Asymmetric Mukaiyama-Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters
Gatzenmeier, Tim
Kaib, Philip S. J.
Lingnau, Julia B.
Goddard, Richard
List, Benjamin
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (09) : 2464 - 2468
[2] Enantioselective Mukaiyama-Michael Reaction of β,γ-Unsaturated α-Keto Esters with Silyl Ketene Acetals Catalyzed by a Chiral Magnesium Phosphate
He, Hualing
Shen, Xizhe
Ding, Xinying
Antilla, Jon C.
ORGANIC LETTERS, 2023, 25 (05) : 782 - 787
[3] Practical and robust method for stereoselective preparations of ketene silyl (thio)acetal derivatives and NaOH-catalyzed crossed-Claisen condensation between ketene silyl acetals and methyl esters
Takai, Kenta
Nawate, Yuuya
Okabayashi, Tomohito
Nakatsuji, Hidefumi
Iida, Akira
Tanabe, Yoo
TETRAHEDRON, 2009, 65 (28) : 5596 - 5607
[4] SmI2-promoted conjugate reduction of alpha,beta-unsaturated esters and ketones studied in comparison with Mukaiyama-Michael reaction of ketene silyl acetal
Fujita, Y
Fukuzumi, S
Otera, J
TETRAHEDRON LETTERS, 1997, 38 (12) : 2121 - 2124

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