General synthesis of highly functionalized cyclopentane segments for the preparation of jatrophane diterpenes

Christoph Lentsch; Uwe Rinner

doi:10.1021/ol902221y

General synthesis of highly functionalized cyclopentane segments for the preparation of jatrophane diterpenes

Christoph Lentsch, Uwe Rinner^*

^*Corresponding author for this work

Chemistry

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

32 Citations (Scopus)

Abstract

Short and efficient syntheses of two diastereomeric cyclopentane segments present in most jatrophane diterpenes were achieved. Key steps are a stereoselective C-2 elongation, an RCM, and a hydroboration reaction. An orthogonal protecting group methodology makes these segments useful building blocks for diterpene synthesis.

Original language	English
Pages (from-to)	5326-5328
Number of pages	3
Journal	Organic Letters
Volume	11
Issue number	22
DOIs	https://doi.org/10.1021/ol902221y
Publication status	Published - 2009

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol902221y

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abstract = "Short and efficient syntheses of two diastereomeric cyclopentane segments present in most jatrophane diterpenes were achieved. Key steps are a stereoselective C-2 elongation, an RCM, and a hydroboration reaction. An orthogonal protecting group methodology makes these segments useful building blocks for diterpene synthesis.",

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AB - Short and efficient syntheses of two diastereomeric cyclopentane segments present in most jatrophane diterpenes were achieved. Key steps are a stereoselective C-2 elongation, an RCM, and a hydroboration reaction. An orthogonal protecting group methodology makes these segments useful building blocks for diterpene synthesis.

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General synthesis of highly functionalized cyclopentane segments for the preparation of jatrophane diterpenes

Abstract

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