ChemInform Abstract: Studies on Rearrangements in Derivatives of Grandiflorenic Acid. Part 1. Reaction of the Epoxides of Methyl (-)-Kaur-9(11)-en-19-oate and (-)-Kaur-9(11)-en-19-oic Acid with Boron Trifluoride-Diethyl Ether Either in the Absence or in t

1985 ◽  
Vol 16 (48) ◽  
Author(s):  
T. NAKANO ◽  
A. CASTALDI SPINELLI ◽  
A. MARTIN ◽  
A. USUBILLAGA ◽  
A. T. MCPHAIL ◽  
...  
1999 ◽  
Vol 23 (9) ◽  
pp. 542-543
Author(s):  
Alessandro Fraleoni ◽  
Paolo Zanirato

The title compounds are obtained in moderate to high yields by BF3-assisted reaction of 1-benzothiophen-3(2 H)-one with nine ketones in diethyl ether at room temperature; the relative amounts of pyran 1 and ylidene 2 prove to be dependent upon electronic and steric factors.


1978 ◽  
Vol 56 (21) ◽  
pp. 2743-2749 ◽  
Author(s):  
Gerry Kavadias ◽  
Robert Droghini

N,N′-Dibenzoyl-2,5-dideoxystreptamine (8b) reacted with thionyl chloride to form the bisoxazoline 9 and the latter compound was treated with thiobenzoic acid to produce the dithiobenzoate 10a. Removal of the protective groups in 10a afforded (l,3/4,6)-4,6-diamino-1,3-cyclohexanedithiol (1) dihydrochloride. Reaction of 8b with triethyl orthoacetate in the presence of boron trifluoride yielded the monooxazoline 12 which, on reaction with thiobenzoic acid followed by deprotection of the resulting 13a, afforded (d,l)-(13/4,6)-4,6-diamino-3-hydroxycyclohexanethiol (2) dihydrochloride. Similarly, 3-N-benzoyl-1-N-ethoxycarbonyl-2,5-dideoxystreptamine (15) and l-N-benzoyl-3-N-ethoxycarbonyl-2,5-dideoxystreptamine (20) were converted via their respective oxazolines 17a and 22a, to the enantiomeric aminothiols 3 and 4. Protected derivatives of 1–4 are also described.


1993 ◽  
Vol 23 (11) ◽  
pp. 1577-1582 ◽  
Author(s):  
Kojchi Shinhama ◽  
Shinji Aki ◽  
Takuya Furuta ◽  
Jun-ichi Minamikawa

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