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Catalytic Asymmetric Total Syntheses of (+)- and (−)-ar-Elvirol Methyl Ether

Debabrata Mondal Dhruvilkumar Sureshkumar Patel Vishnumaya Bisai

Abstrak

Abstract A catalytic asymmetric approach to either of the enantiomers of naturally occurring sesquiterpenes, i.e., (+)-ar-elvirol (1a) and (−)-ar-elvirol (ent-1a), has been achieved via a reductive transposition of a tertiary alcohol following a key allylic diazene arrangement (ADR) from an advanced enantioenriched tertiary allyl alcohol. The ADR proceeds via the reductive transposition of olefin under the Mitsunobu reaction with o-nitro benzene sulfonyl hydrazide followed by the decomposition of the sulfonyl hydrazide adduct. This approach has been utilized for the total syntheses of bisabolene sesquiterpenoids, (+)-ar-elvirol methyl ether (1b) and (−)-ar-elvirol methyl ether (ent-1b).

Penulis (3)

Debabrata Mondal

Dhruvilkumar Sureshkumar Patel

Vishnumaya Bisai

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Mondal, D., Patel, D.S., Bisai, V. (2025). Catalytic Asymmetric Total Syntheses of (+)- and (−)-ar-Elvirol Methyl Ether. https://doi.org/10.1055/a-2675-4038

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Informasi Jurnal

Tahun Terbit: 2025
Bahasa: en
Sumber Database: CrossRef
DOI: 10.1055/a-2675-4038
Akses: Terbatas