What can a metal catalyst do with allenes? One-step formation of steroid scaffolds from readily available starting materials

Shengming Ma; Ping Lu; Lianghua Lu; Hairong Hou; Jiemin Wei; Qiwen He; Zhenhua Gu; Xuefeng Jiang; Xing Jin

doi:10.1002/anie.200501350

What can a metal catalyst do with allenes? One-step formation of steroid scaffolds from readily available starting materials

Shengming Ma^*
, Ping Lu
, Lianghua Lu
, Hairong Hou
, Jiemin Wei
, Qiwen He
, Zhenhua Gu
, Xuefeng Jiang
, Xing Jin

^*Corresponding author for this work

CAS - Shanghai Institute of Organic Chemistry

Research output: Contribution to journal › Article › peer-review

66 Scopus citations

Abstract

(Chemical Equation Presented) The beauty and power of transition-metal- catalyzed reactions has been demonstrated by the one-step synthesis of steroid scaffolds from readily available allenes. The best results (57-73% yield) were obtained using trans-[RhCl(CO) (PPh₃)₂] as the catalyst in toluene (see scheme; E = CN, CO₂Me, SO₂Ph, Ts = toluene-4-sulfonyl).

Original language	English
Pages (from-to)	5275-5278
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	33
DOIs	https://doi.org/10.1002/anie.200501350
State	Published - 19 Aug 2005
Externally published	Yes

Keywords

Allenes
Cyclization
Homogeneous catalysis
Rhodium
Steroids

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10.1002/anie.200501350

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title = "What can a metal catalyst do with allenes? One-step formation of steroid scaffolds from readily available starting materials",

abstract = "(Chemical Equation Presented) The beauty and power of transition-metal- catalyzed reactions has been demonstrated by the one-step synthesis of steroid scaffolds from readily available allenes. The best results (57-73\% yield) were obtained using trans-[RhCl(CO) (PPh3)2] as the catalyst in toluene (see scheme; E = CN, CO2Me, SO2Ph, Ts = toluene-4-sulfonyl).",

keywords = "Allenes, Cyclization, Homogeneous catalysis, Rhodium, Steroids",

author = "Shengming Ma and Ping Lu and Lianghua Lu and Hairong Hou and Jiemin Wei and Qiwen He and Zhenhua Gu and Xuefeng Jiang and Xing Jin",

year = "2005",

month = aug,

day = "19",

doi = "10.1002/anie.200501350",

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T1 - What can a metal catalyst do with allenes? One-step formation of steroid scaffolds from readily available starting materials

AU - Ma, Shengming

AU - Lu, Ping

AU - Lu, Lianghua

AU - Hou, Hairong

AU - Wei, Jiemin

AU - He, Qiwen

AU - Gu, Zhenhua

AU - Jiang, Xuefeng

AU - Jin, Xing

PY - 2005/8/19

Y1 - 2005/8/19

N2 - (Chemical Equation Presented) The beauty and power of transition-metal- catalyzed reactions has been demonstrated by the one-step synthesis of steroid scaffolds from readily available allenes. The best results (57-73% yield) were obtained using trans-[RhCl(CO) (PPh3)2] as the catalyst in toluene (see scheme; E = CN, CO2Me, SO2Ph, Ts = toluene-4-sulfonyl).

AB - (Chemical Equation Presented) The beauty and power of transition-metal- catalyzed reactions has been demonstrated by the one-step synthesis of steroid scaffolds from readily available allenes. The best results (57-73% yield) were obtained using trans-[RhCl(CO) (PPh3)2] as the catalyst in toluene (see scheme; E = CN, CO2Me, SO2Ph, Ts = toluene-4-sulfonyl).

KW - Allenes

KW - Cyclization

KW - Homogeneous catalysis

KW - Rhodium

KW - Steroids

UR - https://www.scopus.com/pages/publications/24144468234

U2 - 10.1002/anie.200501350

DO - 10.1002/anie.200501350

M3 - 文章

AN - SCOPUS:24144468234

SN - 1433-7851

VL - 44

SP - 5275

EP - 5278

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 33

ER -

What can a metal catalyst do with allenes? One-step formation of steroid scaffolds from readily available starting materials

Abstract

Keywords

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