Boron Trifluoride Promoted Aldol Reaction of Silyl Ketene Acetals with the Intermediate Generated by the DIBALH Reduction of Carboxylic Acid Esters

DOI: 10.1021/jo00027a001

Source and publish data:

Journal of Organic Chemistry p. 1 - 2 (1992)

Update date:2022-08-03

Topics:

Authors:

Kiyooka, Syun-ichi

Shirouchi, Masashi

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00027a001

The intermediate generated by the DIBALH reduction of carboxylic acid esters undergoes a boron trifluoride promoted aldol reaction with silyl ketene acetals to afford the corresponding β-hydroxy carboxylic acid esters in good yield.

Full text of DOI:10.1021/jo00027a001

Products guided by the article

Product name:Butanoic acid, 3-hydroxy-, phenyl ester

Cas No:137627-56-6

R&D Labs maybe for 137627-56-6

HAINAN JINYING IMPORT AND EXPORT CO. LTD

Contact:+86-898-32875423

Address:A SECTION 19TH FL, TIMES SQUARE, NO.2 GUO MAO AVENUE HAIKOU, HAINAN, P. R. OF CHINA
SPRING CHEMICAL INDUSTRY CO.,LTD

Contact:86-187-66672125

Address:linchi industry park.zouping
Beijing Harmony Chemical Co., Ltd.

Contact:86-010-84956928

Address:Room 207, Jin feng he B building, No 8 Xin Jie Kou Wai Street, Xi Cheng District, Beijing,PRC. 10008
Engineering Research Center of Pesticide, Heilongjiang Province

Contact:+86-451-86609001

Address:No.74 of Xuefu Road, Nangang District,
Eastar Chemical Corporation

website:http://www.eastarchem.com/

Contact:1-800-898-2436

Address:1215 K Street, STE 1700

Relevant to this article

Nitrous oxide as a primary product in base-mediated β-elimination reactions of diazeniumdiolated benzylamine derivatives

Doi:10.1039/c2cc32284f
(2012)
A Synthetic Hybrid Molecule for the Selective Removal of Human Pluripotent Stem Cells from Cell Mixtures

Doi:10.1002/anie.201610284
(2017)
Total synthesis of (-)-galanthamine and (-)-lycoramine via catalytic asymmetric hydrogenation and intramolecular reductive Heck cyclization

Doi:10.1021/ol300913g
(2012)
Synthesis of 1,2-disubstituted cyclopentenes by palladium-catalyzed reaction of homopropargyl-substituted dicarbonyl compounds with organic halides via 5- endo-dig cyclization

Doi:10.1021/ol301257m
(2012)
Synthesis of Enantioenriched Homopropargylic Alcohols through Diastereoselective S_E' Additions of Chiral Allenylstannanes to Aldehydes

Doi:10.1021/jo00030a036
(1992)
Doi:10.1007/BF00632093
(1963)

Article Doi