Total syntheses of Prelactone V and Prelactone B

Title

Total syntheses of Prelactone V and Prelactone B

Creator

Raghavendra S.; Tadiparthi K.; Yadav J.S.

Description

The total syntheses of natural products Prelactone-V and Prelactone-B have been accomplished by a novel Chiron approach starting from D-glucose. The synthesis involves isopropylidene acetal formation of D-glucose using Poly(4-vinylpyridine) supported iodine as a catalyst, Tebbe olefination, Grignard reaction, Wittig olefination, selective mono deprotection of acetal using PMA/SiO2, hydrogenation and anti-1,3-diol formation are as key steps. 2017

Source

Carbohydrate Research, Vol-442, pp. 17-19.

Date

2017-01-01

Publisher

Elsevier Ltd

Subject

D-glucose; Grignard reaction and Tebbe reaction; Lactonisation; P(4-VPI)⁺I₃ ^? ; PMA/SiO₂ ; Wittig olefination

Coverage

Raghavendra S., Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, 500007, India, Dept. of Pharmaceutical Chemistry, School of Pharmacy and Health Sciences, International Medical University, Kuala Lumpur, 57000, Malaysia; Tadiparthi K., Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, 500007, India, Department of Chemistry, Christ University, Hosur Road, Bangalore, 560029, India; Yadav J.S., Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, 500007, India

Rights

Restricted Access

Relation

ISSN: 86215; PubMed ID: 28282511; CODEN: CRBRA

Format

Online

Language

English

Type

Article

Identifier

https://doi.org/10.1016/j.carres.2017.02.008

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