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Photodecarbonylation of 2,5,5‐Trimethyl‐2‐(1‐propynyl)cyclopentanone. 1,5‐ vs . 1,4‐ring Closure of a Propargyl‐Alkyl Biradical
Author(s) -
Rudolph Andreas,
Margaretha Paul,
Agosta William C.
Publication year - 1987
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.19870700210
Subject(s) - chemistry , propynyl , propargyl , cyclopentanone , cyclobutane , alkyl , ring (chemistry) , ketone , carbene , closure (psychology) , medicinal chemistry , stereochemistry , organic chemistry , catalysis , economics , market economy
Propargyl‐alkyl biradical 12 generated by photodecarbonylation of title ketone 3 undergoes ring closure to cyclobutane 7 and to vinyl carbene 13 , this latter intermediate rearranging to the 5‐ethylidenecyclopentenes 8a and 8b .