Concise Total Synthesis of Helicascolides A, B, and C

Jhillu Singh Yadav; Anugu Bal Reddy; Kattela Shiva Shankar

doi:10.1055/s-0032-1316861

Synthesis, Table of Contents

Synthesis 2013; 45(8): 1034-1038
DOI: 10.1055/s-0032-1316861

paper

Concise Total Synthesis of Helicascolides A, B, and C

Jhillu Singh Yadav*

Natural Product Chemistry Division, Indian Institute of Chemical Technology (CSIR), Hyderabad 500 607, India Fax: +91(40)27160512 Email: yadavpub@iict.res.in

,

Anugu Bal Reddy

Natural Product Chemistry Division, Indian Institute of Chemical Technology (CSIR), Hyderabad 500 607, India Fax: +91(40)27160512 Email: yadavpub@iict.res.in

,

Kattela Shiva Shankar

Natural Product Chemistry Division, Indian Institute of Chemical Technology (CSIR), Hyderabad 500 607, India Fax: +91(40)27160512 Email: yadavpub@iict.res.in

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Abstract

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Abstract

The concise total synthesis of helicascolides A, B, and C has been achieved in seven steps starting from commercially available tiglic aldehyde [(E)-2,3-dimethylacrylaldehyde]. Oppolzer’s sultam aldol, Mukaiyama aldol, and Dess–Martin periodinane oxidation reactions are the key steps involved in the target synthesis.

Key words

helicascolides A, B, and C - lactones - antifungal agents - asymmetric aldol reactions - total synthesis

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References

References

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