Asymmetric Synthesis of Deoxypolypropionate Units via Stereoselective Hydrogenation of Optically Active Cycloheptatriene

Optically active polypropionate units were synthesized in 9−11 steps from 3,5-dimethylphenol. The sequence consists of the Büchner reaction controlled by a chiral 2,4-pentanediol tether and diastereoselective hydrogenation over Raney nickel.

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Published in:Organic letters 2004-11, Vol.6 (24), p.4439-4442
Main Authors: Sugimura, Takashi, Sato, Yasuhiro, Im, Chun Young, Okuyama, Tadashi
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Language:English
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cited_by cdi_FETCH-LOGICAL-a379t-22254049468c15ecc9854746c9fd3dbfa2c2081692b8f77e837ab1252e28dbc3
cites cdi_FETCH-LOGICAL-a379t-22254049468c15ecc9854746c9fd3dbfa2c2081692b8f77e837ab1252e28dbc3
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container_title Organic letters
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creator Sugimura, Takashi
Sato, Yasuhiro
Im, Chun Young
Okuyama, Tadashi
description Optically active polypropionate units were synthesized in 9−11 steps from 3,5-dimethylphenol. The sequence consists of the Büchner reaction controlled by a chiral 2,4-pentanediol tether and diastereoselective hydrogenation over Raney nickel.
doi_str_mv 10.1021/ol0483596
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title Asymmetric Synthesis of Deoxypolypropionate Units via Stereoselective Hydrogenation of Optically Active Cycloheptatriene
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