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Notiz zur Reaktivität des Silaethens Me 2 SiC(SiMe 3 ) 2 : Konformative Effekte bei Diels‐Alder‐Reaktionen mit trans ‐ und cis ‐Piperylen 1)
Author(s) -
Wiberg Nils,
Fischer Gerd,
Schurz Klaus
Publication year - 1987
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19871200923
Subject(s) - chemistry , reactivity (psychology) , yield (engineering) , medicinal chemistry , stereochemistry , reaction mechanism , cis–trans isomerism , catalysis , organic chemistry , medicine , materials science , alternative medicine , pathology , metallurgy
Note on the Reactivity of Silaethene Me 2 SiC(SiMe 3 ) 2 : conformative Effects in the Course of Diels‐Alder Reactions with trans ‐and cis ‐Piperylene 1) Silaethene Me 2 SiC(SiMe 3 ) 2 reacts with trans ‐piperylene (which forms the cisoid conformation easier than cis ‐piperylene) to yield exclusively a [4+2] cycloadduct ( 3 ) in one step by a synchronous mechanism, with cis ‐piperylene only to a [2+2] cycloadduct ( 4 ) possibly by a two‐step mechanism.