Concise and enantioselective total synthesis of 15-deoxy-Δ 12,14-prostaglandin J2

Nam Jung Kim; Hyunyoung Moon; Taesun Park; Hwayoung Yun; Jong Wha Jung; Dong Jo Chang; Dae Duk Kim; Young Ger Suh

doi:10.1021/jo101523k

Concise and enantioselective total synthesis of 15-deoxy-Δ ^12,14-prostaglandin J₂

Nam Jung Kim
, Hyunyoung Moon
, Taesun Park
, Hwayoung Yun
, Jong Wha Jung
, Dong Jo Chang
, Dae Duk Kim
, Young Ger Suh

Seoul National University

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

28 Scopus citations

Abstract

The concise and enantioselective synthesis of 15-deoxy-Δ ^12,14-prostaglandin J₂ (15d-PGJ₂) has been accomplished in 11 steps from a known alcohol. The key step of the synthesis involves an asymmetric Rh-catalyzed cycloisomerization of ene-ynone, followed by an olefin isomerization.

Original language	English
Pages (from-to)	7458-7460
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	75
Issue number	21
DOIs	https://doi.org/10.1021/jo101523k
State	Published - 5 Nov 2010

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10.1021/jo101523k

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title = "Concise and enantioselective total synthesis of 15-deoxy-Δ 12,14-prostaglandin J2",

abstract = "The concise and enantioselective synthesis of 15-deoxy-Δ 12,14-prostaglandin J2 (15d-PGJ2) has been accomplished in 11 steps from a known alcohol. The key step of the synthesis involves an asymmetric Rh-catalyzed cycloisomerization of ene-ynone, followed by an olefin isomerization.",

author = "Kim, \{Nam Jung\} and Hyunyoung Moon and Taesun Park and Hwayoung Yun and Jung, \{Jong Wha\} and Chang, \{Dong Jo\} and Kim, \{Dae Duk\} and Suh, \{Young Ger\}",

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T1 - Concise and enantioselective total synthesis of 15-deoxy-Δ 12,14-prostaglandin J2

AU - Kim, Nam Jung

AU - Moon, Hyunyoung

AU - Park, Taesun

AU - Yun, Hwayoung

AU - Jung, Jong Wha

AU - Chang, Dong Jo

AU - Kim, Dae Duk

AU - Suh, Young Ger

PY - 2010/11/5

Y1 - 2010/11/5

N2 - The concise and enantioselective synthesis of 15-deoxy-Δ 12,14-prostaglandin J2 (15d-PGJ2) has been accomplished in 11 steps from a known alcohol. The key step of the synthesis involves an asymmetric Rh-catalyzed cycloisomerization of ene-ynone, followed by an olefin isomerization.

AB - The concise and enantioselective synthesis of 15-deoxy-Δ 12,14-prostaglandin J2 (15d-PGJ2) has been accomplished in 11 steps from a known alcohol. The key step of the synthesis involves an asymmetric Rh-catalyzed cycloisomerization of ene-ynone, followed by an olefin isomerization.

UR - https://www.scopus.com/pages/publications/78049497557

U2 - 10.1021/jo101523k

DO - 10.1021/jo101523k

M3 - Article

C2 - 20929274

AN - SCOPUS:78049497557

SN - 0022-3263

VL - 75

SP - 7458

EP - 7460

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 21

ER -

Concise and enantioselective total synthesis of 15-deoxy-Δ ^12,14-prostaglandin J₂

Abstract

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