An Economical and Practical Synthesis of  rac ‐( Z )‐β‐Santalol: Application of a Scriabine‐Inspired Reaction to Alkenes Results in the One‐Step Preparation of a Key Intermediate | Zendy

Birkbeck Anthony A. | Zendy; Marquet Xavier | Zendy; Millet Pascal | Zendy; Pamingle Hervé | Zendy

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An Economical and Practical Synthesis of rac ‐( Z )‐β‐Santalol: Application of a Scriabine‐Inspired Reaction to Alkenes Results in the One‐Step Preparation of a Key Intermediate

Author(s) -

Birkbeck Anthony A.,

Marquet Xavier,

Millet Pascal,

Pamingle Hervé

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201403219

Subject(s) - chemistry , alkene , yield (engineering) , total synthesis , cyclopentadiene , combinatorial chemistry , sequence (biology) , substrate (aquarium) , stereochemistry , organic chemistry , catalysis , materials science , biochemistry , oceanography , metallurgy , geology

An economical and practical synthesis of rac ‐( Z )‐β‐santalol was accomplished. The key coupling step is based on a Scriabine‐inspired reaction of a dienyl diacetate substrate and an alkene. The total synthesis was achieved in five steps (longest linear sequence) in 19 % overall yield from cyclopentadiene.

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