New intramolecular alkylation and Michael addition reactions of hydroxysulfone derivatives - stereoselective preparation of functionalized cyclic ethers

被引：7

作者：

Jin, CY ^{[1
]}

Jacobs, HK ^{[1
]}

Gopalan, AS ^{[1
]}

机构：

[1] New Mexico State Univ, Dept Chem & Biochem, Las Cruces, NM 88003 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 50期

关键词：

D O I：

10.1016/S0040-4039(00)01770-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A number of bromoacetal derivatives of gamma and delta hydroxysulfones have been prepared and shown to undergo intramolecular alkylation reactions in good yields to give highly functionalized oxacyclic ring systems. Tetrahydrofuranyl and tetrahydropyranyl ring systems have also been prepared using the Michael addition reactions of the acrylate derivatives of hydroxysulfones. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：9753 / 9757

页数：5

共 50 条

[1] Intramolecular cyclization reactions of hydroxysulfone derivatives: Stereoselective preparation of functionalized oxacyclic ring systems.
Gopalan, AS
Jin, CY
Ramirez, RD
Jacobs, HK
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U182 - U183
[2] Intramolecular cyclization reactions of cyclic hydroxysulfone derivatives: New annulation reactions leading to oxacyclic ring systems
Gopalan, AS
Liu, Y
Jacobs, HK
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U125 - U125
[3] STEREOCONTROLLED SYNTHESIS OF CYCLIC ETHERS BY INTRAMOLECULAR HETERO-MICHAEL ADDITION .3. ENANTIOMERIC SYNTHESIS OF HIGHLY FUNCTIONALIZED AND FUSED TETRAHYDROPYRANS
PALAZON, JM
SOLER, MA
RAMIREZ, MA
MARTIN, VS
TETRAHEDRON LETTERS, 1993, 34 (34) : 5467 - 5470
[4] STEREOSELECTIVE ORGANOMETALLIC ALKYLATION REACTIONS .3. ATE COMPLEX ADDITION TO CYCLIC AND BICYCLIC KETONES
ASHBY, EC
CHAO, LC
LAEMMLE, J
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (22): : 3258 - 3263
[5] Bio-activated intramolecular anti-aza-Michael addition: stereoselective synthesis of hydantoin derivatives
Bhusainahalli, Vedamurthy M.
Rescifina, Antonio
Cardullo, Nunzio
Spatafora, Carmela
Tringali, Corrado
NEW JOURNAL OF CHEMISTRY, 2018, 42 (22) : 18348 - 18357
[6] STUDIES ON INTRAMOLECULAR ALKYLATION .2. PREPARATION OF INTERMEDIATES FOR DITERPENE SYNTHESIS BY INTRAMOLECULAR CARBENOID ADDITION-REACTIONS
BEAMES, DJ
HALLEDAY, JA
MANDER, LN
AUSTRALIAN JOURNAL OF CHEMISTRY, 1972, 25 (01) : 137 - &
[7] Highly Functionalized Cyclopentane Derivatives by Tandem Michael Addition/Radical Cyclization/Oxygenation Reactions
Holan, Martin
Pohl, Radek
Cisarova, Ivana
Klepetarova, Blanka
Jones, Peter G.
Jahn, Ullrich
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (27) : 9877 - 9888
[8] Efficient synthesis of bicyclo[2.2.1]heptane derivatives via stereoselective intramolecular Michael reactions of vinyl sulfones
Collins, M. A.
Jones, D. N.
1996, (52):
[9] Efficient synthesis of bicyclo[2.2.1]heptane derivatives via stereoselective intramolecular Michael reactions of vinyl sulfones
Collins, MA
Jones, DN
TETRAHEDRON, 1996, 52 (26) : 8795 - 8806
[10] N-Alkylation-Intramolecular Michael Addition: New Reaction Manifold for High Throughput Annulation of Amines
Macleod, Calum
Tuthill, Paul A.
Dolle, Roland E.
SYNLETT, 2009, (17) : 2857 - 2861

← 1 2 3 4 5 →