Synthesis of Medium Ring 1,5-Dienes

Synthesis of Medium Ring 1,5-Dienes
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中环1,5-二烯的合成

DOI:
10.1246/cl.1992.527
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发表时间:
1992
期刊:
影响因子:
1.6
通讯作者:
M. Kodama
M. Kodama
中科院分区:
化学4区
文献类型:
--
作者:
S. Usui;T. Haino;T. Hayashibara;Y. Hirai;Y. Fukazawa;M. Kodama

文献摘要

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通过由硫原子稳定的ω-官能化烯丙基阴离子的分子内环化合成在1,5位具有内型(E或Z)和外型双键的中环化合物(9至11元环)。环化产率不仅与环化焓(所得环状化合物的空间应变)有关,而且与熵因子有关。
Medium ring compounds (9 to 11 membered rings) having endo (E or Z) and exo double bonds at 1,5-positions were synthesized by intramolecular cyclization of the ω-functionalyzed allylic anion stabilized by a sulfur atom. The yields of cyclization were related not only with the cyclization enthalpy (steric strain of the resultant cyclic compounds) but also with entropy factor.