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Synthesis and Structure of Functionalized Cyclododecadiynes and ‐dienes
Author(s) -
Boss Christoph,
Keese Reinhart
Publication year - 1996
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19960790811
Subject(s) - chemistry , ring (chemistry) , diene , alkylation , closing (real estate) , combinatorial chemistry , chain (unit) , stereochemistry , medicinal chemistry , organic chemistry , catalysis , natural rubber , political science , law , physics , astronomy
The cyclododecadiynes 3b–d, 8b–d , and 10b–c with functionalities in two propargylic positions, as well as the monofunctionalized diyne 13b have been prepared from simple open‐chain building blocks. In the DMPU ( = N , N '‐dimethylpropyleneurea)‐assisted ring‐closing alkylation of 1,7‐diynes, the twelve‐membered ring compounds have been prepared in yields of 16–55%. The preparation of the diene‐diyne 15 and the cyclododeca‐5,11‐diyne‐1,4‐dione 18 are described.