Stereoselective Total Synthesis of (3 S ,5 S )‐1,7‐Bis(4‐hydroxyphenyl)heptane‐3,5‐diol, (3 S ,5 S )‐Alpinikatin, and Its Diastereoisomers | Zendy

Venkatesham Kunuru | Zendy; Purushotham Reddy Sudina | Zendy; Chinnababu Baggu | Zendy; Suresh Babu Katragadda | Zendy

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Stereoselective Total Synthesis of (3 S ,5 S )‐1,7‐Bis(4‐hydroxyphenyl)heptane‐3,5‐diol, (3 S ,5 S )‐Alpinikatin, and Its Diastereoisomers

Author(s) -

Venkatesham Kunuru,

Purushotham Reddy Sudina,

Chinnababu Baggu,

Suresh Babu Katragadda

Publication year - 2015

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.201500073

Subject(s) - chemistry , stereoselectivity , diastereomer , diol , heptane , total synthesis , stereochemistry , alkynylation , diarylheptanoids , organic chemistry , catalysis

Stereoselective synthesis of the diarylheptanoids, (3 S ,5 S )‐1,7‐bis(4‐hydroxyphenyl)heptane‐3,5‐diol ( 1 ), (3 S ,5 S )‐alpinikatin ( 3 ), and their diastereoisomers ( 2 and 4 , resp.), was achieved from readily available 4‐hydroxybenzaldehyde. The synthetic sequences involve Browns 's allylation and Et 2 Zn mediated diastereoselective alkynylation reaction as key steps.

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