A Mechanistic Study of the Mitsunobu Esterification Reaction

DOI: 10.1021/ja00227a032

Source and publish data:

Journal of the American Chemical Society p. 6487 - 6491 (1988)

Update date:2022-09-26

Topics: Catalyst Esterification Nucleophilic substitution Mitsunobu reaction alcohol Carboxylic acid Experimental Setup Mechanistic study Phosphine

Authors:

Hughes, D. L.

Reamer, R. A.

Bergan, J. J.

Grabowski, E. J. J.

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

Article abstract of DOI:10.1021/ja00227a032

The three steps of the Mitsunobu reaction were studied in detail for the esterification, with inversion of configuration, of the 2-(hydroxyethyl)azetidinone 1A.In all solvents examined, formation of the adduct between DIAD and PPh3 occurs far more rapidly

Full text of DOI:10.1021/ja00227a032

Products guided by the article

Product name:C₃₄H₃₂N₂O₇P⁽¹⁺⁾*C₈H₁₅N₂O₄^(1-)

Cas No:115859-53-5

R&D Labs maybe for 115859-53-5

Shandong Topscience Biotech Co., Ltd.

Contact:0633-2619278

Address:No. 98 Lanshan West Road, Lanshan District, Rizhao, Shandong Province, P.R. of China
Wuhan HengHeDa Pharm Co., Ltd

Contact:86-27-84888681

Address:Wuhan economic & technology development zone
Shenzhen Sunrising Industry Co., ltd.

Contact:+86 755 86571158 / 86571159 / 86571160

Address:2108 ZHENYE INT. BUSINESS CENTER,NO.3101-90 QIANHAI RD, NANSHAN,SHENZHEN, CHINA
xujianqiang

Contact:86-21-57725962

Address:shanghai
Skyrun Industrial Co.,Ltd(expird)

website:http://www.chinaskyrun.com

Contact:0086-576-84610586

Address:Chemical Development Zone

Relevant to this article

A simple procedure for the covalent grafting of triphenylphosphine ligands on silica: Application in the palladium catalyzed Suzuki reaction

Doi:10.1039/b820449g
(2009)
Mild Reductive Cleavage of the 9-Anthracenesulfonamido Function. The 9-Anthracenesulfonyl (Ans) Group: A New Approach to the Protection of the Guanidino Function of Arginine Residues in Peptide Synthesis

Doi:10.1055/s-1988-27457
(1988)
Palladium-catalyzed heteroarylamination of ethyl 2-chloro-1-azaazulene-3-carboxylate and annulation of heteroarylamino-1-azaazulenes

Doi:10.3987/COM-08-S(D)6
(2009)
Doi:10.1021/ja01139a532
(1952)
The chemistry of 9α-hydroxysteroids. 3. Methods for selective formation and dehydrations of 17β-cyano-9α,17α-dihydroxyandrost-4-en-3-one

Doi:10.1016/0039-128X(90)90005-V
(1990)
Insertion of alkynes into the heterocycle of (η⁵-pentaalkyl-2,3-dihydro-1,3-diborolyl)(η⁵-pentamethylcyclopentadienyl)ruthenium: Formation and characterization of 4-borataborepine ruthenium complexes

Doi:10.1016/j.jorganchem.2009.01.025
(2009)

Article Doi