Sodium bismuthate-induced oxidation of baccatin

被引：3

作者：

Banik, BK ^{[1
]}

Fernandez, M ^{[1
]}

Alvarez, C ^{[1
]}

机构：

[1] Univ Texas Pan Amer, Dept Chem, Edinburg, TX 78541 USA

来源：

SYNTHETIC COMMUNICATIONS | 2005年 / 35卷 / 23期

关键词：

baccatin; oxidation; sodium bismuthate;

D O I：

10.1080/00397910500278842

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sodium bismuthate in acetic acid has proven very effective in the oxidation of allyic alcohols. An extension of this oxidation method using baccatin as the substrate has provided keto-baccatin, an important compound for the semisynthesis of Taxol and Taxotere.

引用

页码：3065 / 3067

页数：3

共 22 条

[1] OXIDATION OF ALKOXYPHENOLS .17. COMPETITIVE OXIDATIVE DEMETHYLATION AND DEBROMINATION [J].

ADDERLEY, CJ ;

HEWGILL, FR .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (22) :2770-&

[2] PERIODATE OXIDATION OF PHENOLS .15. OXIDATION OF 3,5-DIMETHYL-4-HYDROXYBENZYL AND 2,5-DIMETHYL-4-HYDROXYBENZYL ALCOHOLS [J].

ADLER, E ;

HOLMBERG, K ;

RYRFORS, LO .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1974, B 28 (08) :888-894

[3] Indium-mediated facile synthesis of 3-unsubstituted β-lactams [J].

Banik, BK ;

Ghatak, A ;

Becker, FF .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (14) :2179-2181

[4] Polycyclic aromatic compounds as anticancer agents: Structure-activity relationships of chrysene and pyrene derivatives [J].

Banik, BK ;

Becker, FF .

BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (03) :593-605

[5] A facile reduction of aromatic nitro compounds to aromatic amines by samarium and iodine [J].

Banik, BK ;

Mukhopadhyay, C ;

Venkatraman, MS ;

Becker, FF .

TETRAHEDRON LETTERS, 1998, 39 (40) :7243-7246

[6]

BANIK BK, 2000, SYNTHETIC COMMUN, V30, P108

[7] Stereoselective synthesis of β-lactams with polyaromatic imines:: Entry to new and novel anticancer agents [J].

Banik, I ;

Becker, FF ;

Banik, BK .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (01) :12-15

[8] CLEAVAGE OF UNSATURATED ALPHA-KETOLS TO OMEGA-OXO-ALPHA,BETA-UNSATURATED ACIDS [J].

FLORESCA, R ;

KURIHARA, M ;

WATT, DS ;

DEMIR, A .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (08) :2196-2200

[9] OXIDATION OF ALKOXYPHENOLS .2. REACTIONS OF 4-METHOXY-2- AND -3-T-BUTYLPHENOLS WITH VARIOUS OXIDISING AGENTS [J].

HEWGILL, FR ;

KENNEDY, BR ;

KILPIN, D .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (APR) :2904-&

[10] OXIDATION OF ALKOXYPHENOLS .3. 2-METHOXY-6-T-BUTYL-PHENOL 2-METHOXY-5-T-BUTYLPHENOL AND 2-METHOXY-4-T-BUTYLPHENOL [J].

HEWGILL, FR ;

MIDDLETO.BS .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (APR) :2914-&

← 1 2 3 →