The tert-butyl group in chemistry and biology

被引：70
作者：
Bisel, Philippe [1 ]
Al-Momani, Loay [2 ]
Mueller, Michael [1 ]
机构：
[1] Univ Freiburg, Inst Pharmaceut Sci, D-79104 Freiburg, Germany
[2] Tefila Tech Univ, Dept Chem, Tafila 66110, Jordan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2008年 / 6卷 / 15期
关键词：
D O I：
10.1039/b800083b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The unique reactivity pattern elicited by the crowded tert-butyl group is highlighted by summarising characteristic applications. Starting from the use of this simple hydrocarbon moiety in chemical transformations, via its relevance in Nature and its implication in biosynthetic and biodegradation pathways, the way through to its possible application in biocatalytic processes is described.
引用
收藏
页码：2655 / 2665
页数：11
相关论文
共 104 条
[1]  
ABYSHEV A Z, 1970, Chemistry of Natural Compounds (English Translation of Khimiya Prirodnykh Soedinenii), V6, P689, DOI 10.1007/BF00565332
[2]  
Allenmark S, 2001, CHIRALITY, V13, P43, DOI 10.1002/1520-636X(2001)13:1<43::AID-CHIR9>3.0.CO
[3]  
2-G
[4]   Enantioselective organocatalytic indole alkylations. Design of a new and highly effective chiral amine for iminium catalysis [J].
Austin, JF ;
MacMillan, DWC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (07) :1172-1173
[5]   Enzymatic removal of carboxyl protecting groups. 2. Cleavage of the benzyl and methyl moieties [J].
Barbayianni, E ;
Fotakopoulou, I ;
Schmidt, M ;
Constantinou-Kokotou, V ;
Bornscheuer, UT ;
Kokotos, G .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (22) :8730-8733
[6]   tert-butyl ethers:: Renaissance of an alcohol protecting group.: Facile cleavage with cerium(III) chloride/sodium iodide [J].
Bartoli, Giuseppe ;
Bosco, Marcella ;
Carlone, Armando ;
Locatelli, Manuela ;
Marcantoni, Enrico ;
Melchiorre, Paolo ;
Sambri, Letizia .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (7-8) :905-910
[7]   ENANTIOSELECTIVE CATALYTIC BORANE REDUCTIONS OF ACHIRAL KETONES - SYNTHESIS AND APPLICATION OF NEW CATALYSTS PREPARED FROM (S)-TERT-LEUCINE AND (S)-AZETIDINECARBOXYLIC ACID [J].
BEHNEN, W ;
DAUELSBERG, C ;
WALLBAUM, S ;
MARTENS, J .
SYNTHETIC COMMUNICATIONS, 1992, 22 (15) :2143-2153
[8]   OPTICALLY-ACTIVE LACTONES FROM A BAEYER-VILLIGER-TYPE METAL-CATALYZED OXIDATION WITH MOLECULAR-OXYGEN [J].
BOLM, C ;
SCHLINGLOFF, G ;
WEICKHARDT, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (18) :1848-1849
[9]  
BROMMARIUS AS, 2001, CHIMIA, V55, P50
[10]  
BROMMARIUS AS, 1994, BIOCATALYSIS, V10, P37
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