A total synthesis of (−)-khusimone

1979 ◽  
Vol 57 (6) ◽  
pp. 708-709 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Wing Hong Chan
Keyword(s):  
Total Synthesis ◽  
Ammonium Salt ◽  
Camphorsulfonic Acid

A total synthesis of (−)-khusimone (1), an odoriferous norsesquiterpenoid ketone, has been achieved in 16 steps from the ammonium salt of l-10-camphorsulfonic acid.

Total synthesis of zizaane sesquiterpenes: (−)-khusimone, (+)-zizanoic acid, and (−)-epizizanoic acid

1982 ◽  
Vol 60 (9) ◽  
pp. 1081-1091 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Wing Hong Chan
Keyword(s):  
Total Synthesis ◽  
Ammonium Salt ◽  
Active Form ◽  
Optically Active ◽  
Camphorsulfonic Acid

Three sesquiterpenes of the zizaane family, khusimone (1), epizizanoic acid (3), and zizanoic acid (2) have been synthesized in optically active form from the ammonium salt of (−)-l-10-camphorsulfonic acid in sixteen, nineteen, and twenty steps respectively.

Total synthesis of natural quadrone

1988 ◽  
Vol 66 (3) ◽  
pp. 528-530 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Montse Llinas-Brunet
Keyword(s):  
Total Synthesis ◽  
Ammonium Salt ◽  
Efficient Synthesis ◽  
Camphorsulfonic Acid ◽  
Natural Form

Starting from the ammonium salt of (–)-10-camphorsulfonic acid (4), an efficient synthesis of quadrone (1) in natural form has been accomplished.

Synthesis of 14-hydroxy steroids. Total synthesis of methyl 14β-hydroxy-1,7,17-trioxo-5β,8-androstene-10β-oate and related compounds

1990 ◽  
Vol 68 (11) ◽  
pp. 1917-1922 ◽  
Author(s):  
Réjean Ruel ◽  
Pierre Deslongchamps
Keyword(s):  
Total Synthesis ◽  
Ammonium Salt ◽  
Michael Addition ◽  
Title Compound ◽  
Steroid Synthesis ◽  
Related Compounds ◽  
Acetylenic Ketone

The total synthesis of the title compound 22 and methyl 14α-hydroxy-5β,13α,8-androstene-1,7,17-trioxo-10β-oate 21 isomer is reported. We also describe the 1,6-Michael addition of 2-methyl-1,3-cyclopentanedione on dienone 14 and the protic ammonium salt catalyzed intramolecular Michael addition of cyclic β-ketoester on the conjugated acetylenic ketone 13. Keywords: cardenolides, steroid synthesis, aldol, Michael addition.

scholarly journals The total synthesis of D-chalcose and its C-3 epimer

2013 ◽  
Vol 9 ◽  
pp. 2620-2624 ◽  
Author(s):  
Jun Sun ◽  
Song Fan ◽  
Zhan Wang ◽  
Guoning Zhang ◽  
Kai Bao ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Grignard Reaction ◽  
Efficient Synthesis ◽  
Camphorsulfonic Acid ◽  
Asymmetric Dihydroxylation ◽  
Key Steps ◽  
Stereogenic Center ◽  
Hydroxy Groups

We completed a new and efficient synthesis of D-chalcose (I) and the first synthesis of its C-3 epimer (I′) in nine steps with overall yields of 23% and 24%, respectively. The key steps in the sequence were the formation of the stereocenter on C3 via Grignard reaction, the introduction of the stereogenic center on C2 by Sharpless asymmetric dihydroxylation, the protection of the C1 and C2 hydroxy groups with tert-butyldimethylsilyl trifluoromethanesulfonate (TBSOTf), and the selective cleavage of the primary OTBS ether using catalytic DL-10-camphorsulfonic acid (CSA) in MeOH.

Total Synthesis of (±)-Glyflavanone by a Rigid Quaternary Ammonium Salt

2007 ◽  
Vol 54 (3) ◽  
pp. 817-822 ◽  
Author(s):  
Yu-Ting Fang ◽  
Chia-Ning Lin ◽  
Huan-Ting Wu ◽  
Yean-Jang Lee
Keyword(s):  
Total Synthesis ◽  
Ammonium Salt ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salt

Catalyst- and oxidant-free electrochemical para-selective hydroxylation of N-arylamides in batch and continuous-flow

2020 ◽  
Vol 22 (19) ◽  
pp. 6437-6443
Author(s):  
Cheng-Kou Liu ◽  
Meng-Yi Chen ◽  
Xin-Xin Lin ◽  
Zheng Fang ◽  
Kai Guo
Keyword(s):  
Ammonium Salt ◽  
Quaternary Ammonium ◽  
Continuous Flow ◽  
Quaternary Ammonium Salt ◽  
Selective Hydroxylation

A catalyst-, oxidant-, acidic solvent- and quaternary ammonium salt-free electrochemical para-selective hydroxylation of N-arylamides at rt in batch and continuous-flow was developed.

Total synthesis of Δ9(12)-capnellene-8α,10α-diol

1982 ◽  
Vol 23 (52) ◽  
pp. 5471-5474
Author(s):  
G Pattenden
Keyword(s):  
Total Synthesis

Total synthesis of melleumins A and B and their analogs: Determination of stereochemistry and Wnt signal inhibitory activity

Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
M Ishibashi ◽  
S Hanazawa ◽  
Y Uchino ◽  
X Li ◽  
MA Arai
Keyword(s):  
Total Synthesis ◽  
Inhibitory Activity ◽  
Wnt Signal
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