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S. Kotha et al.
LETTER
♣
A portion of this work was presented at Indian Chemical
Society-11th Research Scholar’s Meet, Mumbai, University
of Mumbai, Kotha, S.; Sreenivasachary, N. January 8-9, 1999;
Abstract No: 30.
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(13) Typical experimental procedure: A mixture of diallyl
compound 4 (25 mg, 0.114 mmol) and Grubbs’s catalyst 3 (5
mg, 5.4 mol%) in dry CH2Cl2 (4 ml) was stirred at RT for 12
h under N2 atmosphere. The reaction mixture was charged on
a silica gel column and eluted with ethyl acetate-pet ether (60-
80oC) mixture (3:97) to give the product 5 (21 mg, 95%) m.p
95-96 0C.1H NMR: [CDCl3, 300 MHz] δ 5.54 (s, 2H), 2.86 (s,
4H), 2.64 (s, 2H), 1.00 (s, 6H); 13 C NMR: [CDCl3, 75.0 MHz]
δ 205.9, 127.0, 69.7, 51.4, 38.9, 30.3, 28.4. In case of
substrates 4, 6, 8, 14 and 16 the RCM reaction was conducted
in CH2Cl2 solution at RT, while with the substrates 10 and 12
the reaction was carried out in refluxing toluene solution.
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Article Identifier:
1437-2096,E;1999,0,10,1618,1620,ftx,en;L09499ST.pdf
Synlett 1999, No. 10, 1618–1620 ISSN 0936-5214 © Thieme Stuttgart · New York