The application of cyclobutane derivatives in organic synthesis

被引:611
作者
Namyslo, JC [1 ]
Kaufmann, DE [1 ]
机构
[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany
关键词
D O I
10.1021/cr010010y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review summarizes the literature application of cyclobutane derivatives as versatile molecular building blocks in organic synthesis from 1985 to 2002. The future of organic synthesis lies in both the development of reliable, efficient, and highly selective methodologies and the discovery of new processes for building up complex chemical architecture. The use of cyclobutane transformations greatly extends the possibilities in synthetic organic chemistry, and has led to the discovery of a number of new and valuable types of (cascade) reactions. Most of these have already demonstrated their potential in the successful synthesis of bioactive, naturally occurring products.
引用
收藏
页码:1485 / 1537
页数:53
相关论文
共 347 条
[1]   SYNTHESIS OF C-17-FUNCTIONALIZED BEYERANE DITERPENES - SYNTHESIS OF (-)-ERYTHROXYLOL-B, (-)-ERYTHROXYDIOL-A AND (-)-BENUOL [J].
ABAD, A ;
AGULLO, C ;
ARNO, M ;
MARIN, ML ;
ZARAGOZA, RJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (20) :2987-2991
[2]   CARBENOID TYPE BASE INDUCED RING EXPANSION OF THE ADDUCTS OF CYCLIC-KETONES WITH BIS(PHENYLTHIO)METHYLLITHIUM [J].
ABRAHAM, WD ;
BHUPATHY, M ;
COHEN, T .
TETRAHEDRON LETTERS, 1987, 28 (20) :2203-2206
[3]  
ADAM W, 1995, SYNTHESIS-STUTTGART, P1163
[4]   2-AZABICYCLO[4.2.0]OCTANE DERIVATIVES - STEREOSELECTIVE PHOTOCHEMICAL-SYNTHESIS AND CHEMICAL-REACTIVITY [J].
ADEMBRI, G ;
DONATI, D ;
FUSI, S ;
PONTICELLI, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (15) :2033-2038
[5]   PHOTOINDUCED ELECTRON-TRANSFER (PET) IN ORGANIC-SYNTHESIS - [3+2)-TYPE CYCLOADDITION, CYCLIZATION AND C-C BOND-CLEAVAGE REACTIONS [J].
ALBRECHT, E ;
AVERDUNG, J ;
BISCHOF, EW ;
BISCHOF, EW ;
HEIDBREDER, A ;
KIRSCHBERG, T ;
MULLER, F ;
MATTAY, J .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1994, 82 (1-3) :219-232
[6]   TOTAL SYNTHESIS OF (+)-BALANITOL AND OF (+)-SELIN-4-(15)-ENE-1-BETA,11-DIOL [J].
ANGLEA, TA ;
PINDER, AR .
TETRAHEDRON, 1987, 43 (23) :5537-5543
[7]   OXAZIRIDINE-MEDIATED RING EXPANSIONS OF SUBSTITUTED CYCLOBUTANONES - SYNTHESIS OF (-)-GAMMA-AMINO-BETA-HYDROXYBUTYRIC ACID (GABOB) [J].
AUBE, J ;
WANG, YG ;
GHOSH, S ;
LANGHANS, KL .
SYNTHETIC COMMUNICATIONS, 1991, 21 (05) :693-701
[8]   A COPPER(I)-CATALYZED PHOTOBICYCLIZATION ROUTE TO EXO-1,2-POLYMETHYLENE AND 7-HYDROXYNORBORNANES - NONCLASSICAL 2-BICYCLO[3.2.0]HEPTYL AND 7-NORBORNYL CARBENIUM ION INTERMEDIATES [J].
AVASTHI, K ;
SALOMON, RG .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (13) :2556-2562
[9]   A MERCURY-MEDIATED ACYL MIGRATION IN A PINACOL-TYPE REARRANGEMENT - MODEL STUDIES TOWARD THE SYNTHESIS OF FREDERICAMYCIN-A [J].
BACH, RD ;
KLIX, RC .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) :749-752
[10]  
Bach T, 1998, SYNTHESIS-STUTTGART, P683