An unanticipated ring-opening of 2-methyleneoxetanes: A fundamentally new approach to the preparation of homopropargylic alcohols

被引:32
作者
Dollinger, LM [1 ]
Howell, AR [1 ]
机构
[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
关键词
D O I
10.1021/jo9816360
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:6782 / 6783
页数:2
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共 41 条
[1]   Highly stereocontrolled synthesis of substituted propiolactones and butyrolactones from achiral lithium enolates and homochiral aldehydes [J].
Arrastia, I ;
Lecea, B ;
Cossio, FP .
TETRAHEDRON LETTERS, 1996, 37 (02) :245-248
[2]  
Borders D B, 1995, ENEDIYNE ANTIBIOTICS
[3]  
Boyd G. V., 1994, CHEM TRIPLE BONDED F, V2, P287
[4]   ORGANOBORANES FOR SYNTHESIS .15. B-ALLENYL-9-BBN - A HIGHLY REGIOSPECIFIC AND CHEMOSELECTIVE REAGENT FOR ALLENYLBORATION OF REPRESENTATIVE CARBONYL-COMPOUNDS, LEADING TO HOMOPROPARGYLIC ALCOHOLS AND AMINES [J].
BROWN, HC ;
KHIRE, UR ;
NARLA, G ;
RACHERLA, US .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) :544-549
[5]   A FACILE ONE-POT SYNTHESIS OF HOMOPROPARGYLIC ALCOHOLS FROM TERMINAL ACETYLENES [J].
BURNS, MR ;
COWARD, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (02) :528-532
[6]   REARRANGEMENT OF LITHIOALKYNYLTRIORGANOBORATES DERIVED FROM PROPARGYLIC ACETALS - A ONE-POT SYNTHESIS OF HOMOPROPARGYLIC ALCOHOLS [J].
CARRIE, D ;
CARBONI, B ;
VAULTIER, M .
TETRAHEDRON LETTERS, 1995, 36 (45) :8209-8212
[7]   ORGANOALUMINUM-PROMOTED CYCLOADDITION OF TRIALKYLSILYLKETENE WITH ALDEHYDES - A NEW, STEREOSELECTIVE APPROACH TO CIS-2-OXETANONES AND 2(Z)-ALKENOIC ACIDS [J].
CONCEPCION, AB ;
MARUOKA, K ;
YAMAMOTO, H .
TETRAHEDRON, 1995, 51 (14) :4011-4020
[8]   A PRACTICAL AND GENERAL ENANTIOSELECTIVE SYNTHESIS OF CHIRAL PROPA-1,2-DIENYL AND PROPARGYL CARBINOLS [J].
COREY, EJ ;
YU, CM ;
LEE, DH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (02) :878-879
[9]   LITHIATION IN FLAVONES, CHROMONES, COUMARINS, AND BENZOFURAN DERIVATIVES [J].
COSTA, AMBSRCS ;
DEAN, FM ;
JONES, MA ;
VARMA, RS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (04) :799-808
[10]  
Dabdoub MJ, 1996, SYNLETT, P526