A simple convergent synthesis of trans-fused six-membered polycyclic ethers

被引:33
作者
Mori, Y [1 ]
Mitsuoka, S [1 ]
Furukawa, H [1 ]
机构
[1] Meijo Univ, Fac Pharm, Tempaku Ku, Nagoya, Aichi 468, Japan
关键词
alkynes; acetals; polyethers; reduction; tetrahydropyrans;
D O I
10.1016/S0040-4039(00)00558-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly convergent method for the synthesis of trans-fused polytetrahydropyrans was developed, which involves: (i) coupling of cyclic triflate with an acetylene unit; (ii) oxidation of acetylene to 1,2-diketone; (iii) formation of a trans-fused cyclic dihemiacetal; (iv) O-methylation of the dihemiacetal; and (v) stereoselective reduction of the diacetal to trans-fused oxane rings. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4161 / 4164
页数:4
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