Tetrahedron Letters

Specific removal of o-methoxybenzyl protection by DDQ oxidation.

Y Oikawa, T Yoshioka, O Yonemitsu

Index: Oikawa, Yuji; Yoshioka, Tadao; Yonemitsu, Osamu Tetrahedron Letters, 1982 , vol. 23, # 8 p. 885 - 888

Full Text: HTML

Citation Number: 609

Abstract

Abstract Methoxybenzyl protecting groups of alcohols were readily and efficiently removed with DDQ in CH 2 Cl 2-H 2 O at room temperature. Under these neutral conditions, other usual protecting groups, isopropylidene, methoxymethyl, benzyloxymethyl, tetrahydropyranyl, acetyl, t-butyldimethylsilyl, benzyl, benzoyl, and tosyl, as well as functional groups, epoxide, double bond, and ketone, were remained unchanged.

Related Articles:

Easy access to a cyclic key intermediate for the synthesis of trisporic acids and related compounds

[Gonzalez-Delgado, Jose A.; Escobar, Gustavo; Arteaga, Jesus F.; Barrero, Alejandro F. Molecules, 2014 , vol. 19, # 2 p. 1748 - 1762]

Chemoselective Reduction of Complex α, β??Unsaturated Ketones to Allylic Alcohols over Ir??Metal Particles on β Zeolites

[Angewandte Chemie - International Edition, , vol. 42, # 43 p. 5333 - 5336]

Direct reductive amination and selective 1, 2-reduction of α, β-unsaturated aldehydes and ketones by NaBH 4 using H 3 PW 12 O 40 as catalyst

[Heydari, Akbar; Khaksar, Samad; Akbari, Jafar; Esfandyari, Maryam; Pourayoubi, Mehrdad; Tajbakhsh, Mahmoud Tetrahedron Letters, 2007 , vol. 48, # 7 p. 1135 - 1138]

Synthesis and Spectroscopic Characterization of [1′??14C] Ubiquinone??2,[1′??14C]??5??Demethoxy??5??hydroxyubiquinone??2, and [1′??14C]??5?? …

[Van Der Klei, Anita; De Jong, Robertus L. P.; Lugtenburg, Johan; Tielens, Aloysius G. M. European Journal of Organic Chemistry, 2002 , # 17 p. 3015 - 3023]

Facile cleavage of triethylsilyl (TES) ethers using o-iodoxybenzoic acid (IBX) without affecting tert-butyldimethylsilyl (TBS) ethers

[Organic Letters, , vol. 4, # 13 p. 2141 - 2144]

More Articles...