Pd-Catalyzed Stereoselective Construction of Benzo-Fused Decalines with a Quaternary Carbon

Hideo Setsumasa; Kosuke Imai; Ikumi Kobayashi; Masahisa Nakada

doi:10.1021/acs.orglett.3c02233

Pd-Catalyzed Stereoselective Construction of Benzo-Fused Decalines with a Quaternary Carbon

Hideo Setsumasa, Kosuke Imai, Ikumi Kobayashi, Masahisa Nakada^*

^*この研究の対応する著者

先進理工学部

研究成果: Article › 査読

1 被引用数 (Scopus)

抄録

The Pd-catalyzed stereoselective construction of decalins with one-carbon units bearing heteroatoms at the ring junction is described. The Pd-catalyzed cyclization of silyl enol ether resulted in exclusive formation of the cis isomer (89%, >100/1 cis/trans). On the contrary, Pd-catalyzed carboiodination and carboborylation (with oxidative workup) provided products in 56% yield (1/>100 cis/trans) and 69% yield (1/11 cis/trans), respectively.

本文言語	English
ページ（範囲）	7953-7957
ページ数	5
ジャーナル	Organic Letters
巻	25
号	44
DOI	https://doi.org/10.1021/acs.orglett.3c02233
出版ステータス	Published - 2023 11月 10

ASJC Scopus subject areas

生化学
物理化学および理論化学
有機化学

文献へのアクセス

10.1021/acs.orglett.3c02233

他のファイルとリンク

引用スタイル

@article{5d35b2b974ad4c3997d8a220becf0892,

title = "Pd-Catalyzed Stereoselective Construction of Benzo-Fused Decalines with a Quaternary Carbon",

abstract = "The Pd-catalyzed stereoselective construction of decalins with one-carbon units bearing heteroatoms at the ring junction is described. The Pd-catalyzed cyclization of silyl enol ether resulted in exclusive formation of the cis isomer (89%, >100/1 cis/trans). On the contrary, Pd-catalyzed carboiodination and carboborylation (with oxidative workup) provided products in 56% yield (1/>100 cis/trans) and 69% yield (1/11 cis/trans), respectively.",

author = "Hideo Setsumasa and Kosuke Imai and Ikumi Kobayashi and Masahisa Nakada",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

year = "2023",

month = nov,

day = "10",

doi = "10.1021/acs.orglett.3c02233",

language = "English",

volume = "25",

pages = "7953--7957",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "44",

}

TY - JOUR

T1 - Pd-Catalyzed Stereoselective Construction of Benzo-Fused Decalines with a Quaternary Carbon

AU - Setsumasa, Hideo

AU - Imai, Kosuke

AU - Kobayashi, Ikumi

AU - Nakada, Masahisa

PY - 2023/11/10

Y1 - 2023/11/10

N2 - The Pd-catalyzed stereoselective construction of decalins with one-carbon units bearing heteroatoms at the ring junction is described. The Pd-catalyzed cyclization of silyl enol ether resulted in exclusive formation of the cis isomer (89%, >100/1 cis/trans). On the contrary, Pd-catalyzed carboiodination and carboborylation (with oxidative workup) provided products in 56% yield (1/>100 cis/trans) and 69% yield (1/11 cis/trans), respectively.

AB - The Pd-catalyzed stereoselective construction of decalins with one-carbon units bearing heteroatoms at the ring junction is described. The Pd-catalyzed cyclization of silyl enol ether resulted in exclusive formation of the cis isomer (89%, >100/1 cis/trans). On the contrary, Pd-catalyzed carboiodination and carboborylation (with oxidative workup) provided products in 56% yield (1/>100 cis/trans) and 69% yield (1/11 cis/trans), respectively.

UR - http://www.scopus.com/inward/record.url?scp=85176509525&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85176509525&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.3c02233

DO - 10.1021/acs.orglett.3c02233

M3 - Article

C2 - 37901962

AN - SCOPUS:85176509525

SN - 1523-7060

VL - 25

SP - 7953

EP - 7957

JO - Organic Letters

JF - Organic Letters

IS - 44

ER -

Pd-Catalyzed Stereoselective Construction of Benzo-Fused Decalines with a Quaternary Carbon

抄録

ASJC Scopus subject areas

文献へのアクセス

他のファイルとリンク

フィンガープリント

引用スタイル