SYNTHETIC STUDIES ON THE COMPOUNDS RELATED TO NEOCARZINOSTATIN CHROMOPHORE .3. NOVEL SYNTHESIS OF A CHIRAL CYCLIC DIENEDIYNE SYSTEM

被引:29
作者
NAKATANI, K [1 ]
ARAI, K [1 ]
TERASHIMA, S [1 ]
机构
[1] SAGAMI CHEM RES CTR,NISHI OHNUMA,SAGAMIHARA,KANAGAWA 229,JAPAN
关键词
NEOCARZINOSTATIN CHROMOPHORE; CYCLIC DIENEDIYNE; D-XYLOSE; EPOXIDE; PD-CATALYZED COUPLING;
D O I
10.1016/S0040-4020(01)80546-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel synthesis of the chiral 10-membered dienediynes (2 and 3) related to neocarzinostatin chromophore was accomplished by utilizing cyclization of an epoxy acetylene as a key step. The epoxy acetylene was prepared from the (Z)-dienediyne diol which could be obtained by coupling reaction of the (Z)-enol triflates (5) with the optically active acetylene diol (25) derived from D-xylose.
引用
收藏
页码:1901 / 1912
页数:12
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