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Dive into the research topics where Masayuki Utsugi is active.

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Featured researches published by Masayuki Utsugi.


Chemistry: A European Journal | 2015

Formal Total Synthesis of (−)‐Taxol through Pd‐Catalyzed Eight‐Membered Carbocyclic Ring Formation

Sho Hirai; Masayuki Utsugi; Mitsuhiro Iwamoto; Masahisa Nakada

A formal total synthesis of (-)-taxol by a convergent approach utilizing Pd-catalyzed intramolecular alkenylation is described. Formation of the eight-membered carbocyclic ring has been a problem in the convergent total synthesis of taxol but it was solved by the Pd-catalyzed intramolecular alkenylation of a methyl ketone affording the cyclized product in excellent yield (97 %), indicating the high efficiency of the Pd-catalyzed intramolecular alkenylation. Rearrangement of the epoxy benzyl ether through a 1,5-hydride shift, generating the C3 stereogenic center and subsequently forming the C1-C2 benzylidene, was discovered and utilized in the preparation of a substrate for the Pd-catalyzed reaction.


Journal of the American Chemical Society | 2003

Asymmetric Catalysis on the Intramolecular Cyclopropanation of α-Diazo-β-keto Sulfones

Masahiro Honma; Takashi Sawada; Yuri Fujisawa; Masayuki Utsugi; Hideaki Watanabe; Akinori Umino; Takehiko Matsumura; Takayuki Hagihara; Masashi Takano; Masahisa Nakada


Organic Letters | 2004

Synthetic Studies on the Taxane Skeleton: Construction of Eight-Membered Carbocyclic Rings by the Intramolecular B-Alkyl Suzuki−Miyaura Cross-Coupling Reaction

Hatsuo Kawada; Mitsuhiro Iwamoto; Masayuki Utsugi; Masayuki Miyano; Masahisa Nakada


Organic Letters | 2006

Synthetic studies on taxol: highly stereoselective construction of the taxol C-ring via SN2' reduction of an allylic phosphonium salt.

Masayuki Utsugi; Masayuki Miyano; Masahisa Nakada


Tetrahedron Letters | 2007

Construction of the taxane skeleton via the stereoselective conjugate addition of cyanide and the intramolecular B-alkyl Suzuki-Miyaura coupling reaction

Masayuki Utsugi; Yasuaki Kamada; Hidetoshi Miyamoto; Masahisa Nakada


Tetrahedron Letters | 2004

Development of silicon-tethered anionic reaction and its application to the synthesis of chiral A-ring moieties of Taxol

Mitsuhiro Iwamoto; Masayuki Miyano; Masayuki Utsugi; Hatsuo Kawada; Masahisa Nakada


Tetrahedron Letters | 2008

Synthetic studies on the taxane skeleton : effective construction of eight-membered carbocyclic ring by palladium-catalyzed intramolecular α-alkenylation of a methyl ketone

Masayuki Utsugi; Yasuaki Kamada; Masahisa Nakada


Tetrahedron Letters | 2004

Synthetic studies on the seven- and eight-membered rings by the intramolecular Nozaki–Hiyama reaction of the allylic phosphates

Mitsuhiro Iwamoto; Masayuki Miyano; Masayuki Utsugi; Hatsuo Kawada; Masahisa Nakada


Journal of Synthetic Organic Chemistry Japan | 2017

Formal Total Synthesis of (−)-Taxol

Masayuki Utsugi; Mitsuhiro Iwamoto; Sho Hirai; Hatsuo Kawada; Masahisa Nakada


Organic Letters | 2014

Erratum: Synthetic studies on taxol: Highly stereoselective construction of the taxol C-ring via SN2′ reduction of an allylic phosphonium salt (Organic Letters (2006) 8:14 (2973-2976) DOI: 10.1021/ol0608606)

Masayuki Utsugi; Masayuki Miyano; Masahisa Nakada

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