Bismuth(iii)-catalyzed bis-cyclization of propargylic diol-esters: a unified approach for the synthesis of [5,5]- and [6,5]-oxaspirolactones-Reference-Cited by-同舟云学术

Bismuth(iii)-catalyzed bis-cyclization of propargylic diol-esters: a unified approach for the synthesis of [5,5]- and [6,5]-oxaspirolactones

Published:2021 Issue:30 Volume:19 Page:6618-6622
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Kambale Digambar A.¹²³⁴⁵^ORCID,Borade Balasaheb R.¹²³⁴⁵^ORCID,Kontham Ravindar¹²³⁴⁵^ORCID

Affiliation:

1. Organic Chemistry Division

2. CSIR-National Chemical Laboratory

3. Pune-411008

4. India

5. Academy of Scientific and Innovative Research (AcSIR)

Abstract

A unified strategy for the synthesis of α,β-unsaturated [5,5]- and [6,5]-oxaspirolactones via Bi(OTf)₃-catalyzed cascade bis-cyclization of propargylic diol esters and their semi-protected analogs is reported.

Funder

Council of Scientific and Industrial Research, India

University Grants Commission

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB00974E

Reference42 articles.

1. Recent advances in the synthesis of oxaspirolactones and their application in the total synthesis of related natural products

2. Benzannulated spiroketal natural products: isolation, biological activity, biosynthesis, and total synthesis

3. Recent developments in transition metal-catalysed spiroketalisation

4. Chemistry of spiroketals

5. Synthesis of Spiroketals by Synergistic Gold and Scandium Catalysis

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