Optically active 3-methylcyclopentadecanone and method for...

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

Reexamination Certificate

active

07728177

ABSTRACT:
Disclosed is a method for producing an optically active 3-methylcyclopentadecan-1-one which is characterized in that 2-cyclopentadecen-1-one is subjected to a 1,4-conjugate addition reaction of a methyl group by using a methylated organic metal in the presence of a copper catalyst, an enol anion scavenger and a specific optically active phosphoramidite for obtaining an optically active 3-methyl-1-cyclopentadecene derivative, and then the thus-obtained 3-methyl-1-cyclopentadecene derivative is subjected to a solvolysis.

REFERENCES:
patent: 7479574 (2009-01-01), Matsuda et al.
patent: 2007/0259774 (2007-11-01), Hartwig et al.
patent: 1 845 078 (2007-10-01), None
patent: WO 2006/051595 (2006-05-01), None
Welter et al. Highly Enantioselective Syntheses of Heterocycles via Intramolecular Ir-Catalyzed Allylic Amination and Etherification. Organic Letters, 2005 vol. 7 (7), 1239-1242.
Graening et al. Iridium-Catalyzed Regio- and Enantioselective Allylation of Ketone Enolates. Journal of the American Chemical Society, 2005, vol. 127(49), 17192-17193.
van Zijl et al., Advanced Synthesis & Catalysis, 346(4):413-420 (2004).
Boele et al., Chemistry—A European Journal, 10(24):6232-6246 (2004).
Leitner et al., Proceedings of the National Academy of Sciences of the United States of America, 101(16):5830-5833 (2004).
Li et al., Tetrahedron: Asymmetry, 14(18):2687-2691 (2003).
Monti et al., Tetrahedron Letters, 45(37):6859-6862 (2004).
Pena et al., Journal of the American Chemical Society, 124(49:14552-14553 (2002).
Naasz et al., Angewandte Chemie, International Edition, 40(5):927-930 (2001).
Alexakis et al., Tetrahedron: Asymmetry, 15(14):2199-2203 (2004).
Scafato et al., Tetrahedron: Asymmetry, 14(24):3873-3877 (2003).
Y.H. Choi et al., “Copper-catalyzed Conjugate Addition on Macrocyclic, Cyclic, and Acyclic Enones with a Chiral Phosphoramidite Ligand Having a C2-Symmetric Amine Moiety”, Tetrahedron:Asymmetry, vol. 13, pp. 801-804 (2002).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Optically active 3-methylcyclopentadecanone and method for... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Optically active 3-methylcyclopentadecanone and method for..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Optically active 3-methylcyclopentadecanone and method for... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4249212

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.