Selective Synthesis of cis-α,β-Unsaturated Sulfoxides and Sulfides by the Horner-Wittig Reaction with Bis(2,2,2-trifluoroethyl)phosphono Sulfoxides and Aromatic Aldehydes

Synthesis ◽  
1996 ◽  
Vol 1996 (05) ◽  
pp. 637-640 ◽  
Author(s):  
Keisuki Kokin ◽  
Shuji Tsuboi ◽  
Jiro Motoyoshiya ◽  
Sadao Hayashi
Keyword(s):  
Wittig Reaction ◽  
Aromatic Aldehydes ◽  
Selective Synthesis

scholarly journals Enantio Selective Synthesis of New Phenylpropanoid: Isolated from Walsura trifoliata

2019 ◽  
Vol 31 (9) ◽  
pp. 2042-2046
Author(s):  
L.V. Ramana ◽  
M. Suri Appa Rao ◽  
K.M. Ch. Apparao ◽  
B. Nageswara Rao
Keyword(s):  
Medicinal Plant ◽  
Natural Product ◽  
Wittig Reaction ◽  
2D Nmr ◽  
Selective Synthesis ◽  
Reaction Sequence ◽  
Alternative Synthesis ◽  
Spectroscopic Evidence

A new phenylpropanoid containing flavon-3-ol has been isolated from the leaves of traditional medicinal plant, Walsura trifoliata. The structure of the compound was established on the basis of spectroscopic evidence [2D NMR, HREIMS] and by its alternative synthesis. The synthesis of this natural product was achieved from inexpensive and readily available starting materials of phloroglucinol dihydrate. Key reaction sequence includes Grubbs-II RCM reaction, Wittig reaction and sharpless dihydroxylation using AD-mix α.

The Wittig Reaction of 2-t-Butoxycarbonyl-1-methoxycarbonylethylidenetriphenylphosphorane: A Surrogate for the Stobbe Reaction

1987 ◽  
Vol 40 (10) ◽  
pp. 1737 ◽  
Author(s):  
MA Rizzacasa ◽  
MV Sargent
Keyword(s):  
Wittig Reaction ◽  
Aromatic Aldehydes ◽  
High Yield

The reaction of 2-t-butoxycarbonyl-l-methoxycarbonylethylidenetriphenylphosphorane (3) with a range of aromatic aldehydes has been explored. The resultant itaconic esters, obtained in high yield, are readily converted into methyl 4-acetoxynaphthalene-2-carboxylates.

Selective synthesis of tetrahydroimidazo[1,2-a]pyridine and pyrrolidine derivatives via a one-pot two-step reaction

2017 ◽  
Vol 15 (38) ◽  
pp. 8072-8077 ◽  
Author(s):  
Yu Zhang ◽  
Jing Sun ◽  
Guo-Liang Shen ◽  
Chao-Guo Yan
Keyword(s):  
Amino Acid ◽  
Addition Reaction ◽  
Aromatic Aldehydes ◽  
Selective Synthesis ◽  
Pyridine Derivatives ◽  
Alkyl Esters ◽  
One Pot

In the presence of triethylamine, the addition reaction of substituted α-amino acid alkyl esters with dialkyl but-2-ynedioate afforded active β-enamino esters, which in turn reacted with aromatic aldehydes and malononitrile to give tetrahydroimidazo[1,2-a]pyridine derivatives in moderate yields.

The stereochemistry of freelingyne and the synthesis of dihydrofreelingyne

1974 ◽  
Vol 27 (7) ◽  
pp. 1491 ◽  
Author(s):  
CF Ingham ◽  
RA Massy-Westropp
Keyword(s):  
Wittig Reaction ◽  
Selective Synthesis ◽  
Naturally Occurring

An unambiguous synthesis of the phenyl analogue of freelingyne from the Wittig reaction of a C5 butenolide phosphorane with (E)-2-methyl-5-phenylpent-2-en-4-yn-l-a1 has confirmed that freelingyne is (2Z,4Z,6E)-9-(3'-furyl)-2,6-dimethylnona-2,4,6-trien-8-yn-4-olide (1). A similar stereo-selective synthesis has shown that the naturally occurring dihydrofreelingyne is (2Z,4Z,6E,8E)- 9-(3'-furyl)-2,6-dimethylnona-2,4,6,8-tetraen-4-olide (2).

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