# SYNTHESIS OF OPTICALLY PURE OXYGENATED CYCLOPENTANOIDS

> **NIH NIH R01** · WAYNE STATE UNIVERSITY · 1987 · $113,626

## Abstract

The specific aims of the research proposed are:

(1) The development of an efficient method for the enantioconvergent
production of an optically pure intermediate (a protected
4,5-dihydroxy-2-cyclopenten-1-one) of broad utility in the synthesis of a
variety of biologically active oxygenated cyclopenanoids.

(2) Optimization of the utilizaton of this intermediate in the development
of a synthesis of the antitumor carbocyclic nucleoside, (-)-neplanocin A,
by exploration of a number of synthetic pathways.

(3) Utilization of the intermediate developed in (1) and the chemistry
explored in (2) to synthesize a number of neplanocin A analogues (in which
the base component has been altered) for screening as antitumor and/or
antiviral agents.

(4) Conversion of the intermediate noted in (1) into an optically pure form
of "(-)-carbocyclic ribose" and conversion of this to the antibiotic
(-)-aristeromycin.

(5) Demonstration of the utility of the intermediate noted in (1) in the
synthesis of an optically pure prostaglandin and other biologically
interesting natural products.

(6) Synthesis of simplified prostanoid targets which contain enone or
latent enont functionality for screening in an effort to establish
structure/activity relationships, particularly as DNA polymerase
inhibitors, for compounds of this class as antineoplastic agents.

## Key facts

- **NIH application ID:** 3175655
- **Project number:** 5R01CA037806-03
- **Recipient organization:** WAYNE STATE UNIVERSITY
- **SAM.gov UEI:** M6K6NTJ2MNE5
- **Principal Investigator:** CARL RANDOLPH JOHNSON
- **Activity code:** R01 (R01, R21, SBIR, etc.)
- **Funding institute:** NIH
- **Fiscal year:** 1987
- **Award amount:** $113,626
- **Award type:** 5
- **Project period:** 1985-05-01 → 1988-04-30

## Primary source

NIH RePORTER: https://reporter.nih.gov/project-details/3175655

## Citation

> US National Institutes of Health, RePORTER application 3175655, SYNTHESIS OF OPTICALLY PURE OXYGENATED CYCLOPENTANOIDS (5R01CA037806-03). Retrieved via MORVS 2026-10-25 from https://api.morvs.ai/grant/nih/3175655. Licensed CC0.

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